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7-(4-chlorobutoxy)quinoline-2(1H)-one

![1-(benzo[b]thiophen-4-yl)piperazine hydrochloride](/upload/2024/4/2f87b362-eb9b-478e-a44e-a830c31e3ff9.png)
1-(benzo[b]thiophen-4-yl)piperazine hydrochloride


Brexpiprazole
| Conditions | Yield | 
|---|---|
| 
			 1-(benzo[b]thiophen-4-yl)piperazine hydrochloride;  With    sodium carbonate;     In   methanol; water;   at 50 ℃; for 0.5h;  
			7-(4-chlorobutoxy)quinoline-2(1H)-one;        In   methanol; water;   at 70 ℃; for 16h;  
			 | 
			95.5% | 
| 
			 With    potassium carbonate; potassium iodide;     In   N,N-dimethyl-formamide;   at 70 ℃; for 10h;  
			 | 
			84% | 
| 
			 With    potassium carbonate;     In   ethanol; water;   at 40 - 50 ℃;  
			 | 
			82.3% | 
| 
			 In   water;   for 9h; Reflux;  
			 | 
			55% | 
| 
			 1-(benzo[b]thiophen-4-yl)piperazine hydrochloride;  With    potassium carbonate;     In   N,N-dimethyl-formamide;   at 30 - 40 ℃; for 0.5h;  
			7-(4-chlorobutoxy)quinoline-2(1H)-one;  With    potassium iodide;     In   N,N-dimethyl-formamide;   at 90 - 100 ℃; for 2h;  
			 | 
			14.30 g | 
| 
			 1-(benzo[b]thiophen-4-yl)piperazine hydrochloride;  With    potassium carbonate;     In   ethanol; water;   at 50 ℃; Large scale;  
			7-(4-chlorobutoxy)quinoline-2(1H)-one;        In   ethanol; water;   for 9h; Reflux; Large scale;  
			 | 
			3.76 kg | 
| 
			 1-(benzo[b]thiophen-4-yl)piperazine hydrochloride;  With    potassium carbonate;     In   N,N-dimethyl-formamide;   at 25 - 35 ℃; for 0.5h;  
			7-(4-chlorobutoxy)quinoline-2(1H)-one;        In   N,N-dimethyl-formamide;   at 80 - 90 ℃; for 3h; Reagent/catalyst; Temperature;  
			 | 
			|
| 
			 With    potassium carbonate; sodium iodide;     In   N,N-dimethyl-formamide;   at 80 - 90 ℃; Large scale;  
			 | 
			|
| 
			 With    sodium hydrogencarbonate; sodium iodide;     In   N,N-dimethyl-formamide;   at 90 - 95 ℃; for 7h;  
			 | 
			120 g | 
| 
			 With    potassium carbonate; sodium iodide;     In   N,N-dimethyl-formamide;   at 80 ℃; for 2h;  
			 | 
			|
| 
			 With    potassium carbonate; potassium iodide;      at 70 - 80 ℃; Reagent/catalyst;  
			 | 
			

7-(4-chlorobutoxy)quinoline-2(1H)-one

![1-benzo[b]thiophen-4-ylpiperazine hydrochloride](/upload/2024/4/0d0f43d1-68c5-4f25-8ce3-78fb68eac98a.png)
1-benzo[b]thiophen-4-ylpiperazine hydrochloride


Brexpiprazole
| Conditions | Yield | 
|---|---|
| 
			 With    4-methyl-morpholine;     In   ethanol; water;   for 10h; Reagent/catalyst; Reflux;  
			 | 
			70.4% | 
| 
			 1-benzo[b]thiophen-4-ylpiperazine hydrochloride;  With    potassium carbonate;     In   N,N-dimethyl-formamide;   at 25 - 50 ℃; for 0.5h;  
			7-(4-chlorobutoxy)quinoline-2(1H)-one;  With    potassium iodide;     In   N,N-dimethyl-formamide;   at 10 - 95 ℃; Temperature;  
			 | 
			63.98% | 
| 
			 With    potassium carbonate; sodium iodide;     In   N,N-dimethyl-formamide;    
			 | 
			|
| 
			 With    potassium carbonate;     In   ethanol; water;   at 80 - 85 ℃; for 15h; Solvent; Inert atmosphere;  
			 | 
			987 g | 
| 
			 With    sodium carbonate;     In   ethanol;   for 12h; Solvent; Reflux;  
			 | 
			

7-(4-chlorobutoxy)quinoline-2(1H)-one

1-(benzo[b]thiophen-4-yl)piperazine hydrochloride

7-hydroxy-1H-quinolin-2-one

4-chlorobenzothiophene
 carbonic acid 7-[4-(4-benzo[b]thiophen-4-ylpiperazin-1-yl)butoxy]-2-oxo-2H-quinolin-1-ylmethyl ester 4-nitrophenyl ester
 7-[4-(4-benzo[b]thiophene-4-yl-piperazin-1-yl)butoxy]quinolin-2-yloxymethyl cyclohexyl carbonate
 carbonic acid 7-[4-(4-benzo[b]thiophen-4-ylpiperazin-1-yl)butoxy]-2-oxo-2H-quinolin-1-ylmethyl ester cyclohexyl ester hydrochloride
 7-[4-(4-benzo[b]thiophene-4-ylpiperazin-1-yl)butoxy]-2-benzyloxymethoxyquinoline
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