반응 #41235

반응 방정식

HCl

product

2-{4′-[(3aR,6aR)-Hexahydropyrrolo[3,4-b]pyrrol-1(2H)-yl]-1,1′-biphenyl-4-yl}pyridazin-3(2H)-one

formaldehyde

NaOH

sodium triacetoxyborohydride

→

title compound

수율 88.9%

2-[4′-(3aR,6aR)-(5-Methylhexahydropyrrolo[3,4-b]pyrrol-1(2H)-yl)-1,1′-biphenyl-4-yl]pyridazin-3(2H)-one

수율 88.9%

용매

dimethylacetamide

반응 조건

후처리

1. 1
   기타was consumed
2. 2
   기타giving a clear solution
3. 3
   workup.STIRRINGstirred for one hour
4. 4
   workup.STIRRINGThe mixture was stirred for 1 hour
5. 5
   여과then filtered
6. 6
   세척The wet cake was washed with water
7. 7
   기타dried in a vacuum oven at about 50° C.

실험 절차

To a stirred solution of the product of Example 41F (13.80 g, 31.41 mmol) in dimethylacetamide (500 mL) was added a solution of 37% aqueous formaldehyde (7.2 mL, 94.23 mmol, 3.0 equivalents) followed by sodium triacetoxyborohydride (20.0 g, 94.23 mmol, 3.0 equivalents). The mixture was stirred at 25+/−5° C. for 30 minutes during which the starting material was consumed, giving a clear solution. The mixture was diluted with 1N HCl (94 mL, 94 mmol, 3 equivalents) and stirred for one hour. The mixture was adjusted to pH 9.0+/−0.5 with 1N NaOH (335 mL). The mixture was stirred for 1 hour then filtered. The wet cake was washed with water and dried in a vacuum oven at about 50° C. to provide the title compound (10.40 g, 88.9%).

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