Sodium triacetoxyborohydride → HCID 86660466, compound

HRID 1896918Notes

Reaction equation

HRID 1896918 reaction equation
C([CH:3]1[CH2:8][CH:7]([C:9]([F:12])([F:11])[F:10])[CH2:6][CH2:5][C:4]1=O)C.[NH:14]1[CH2:17][CH:16]([NH:18][C:19](=[O:36])[CH2:20][NH:21][C:22]2[C:31]3[C:26](=[CH:27][CH:28]=[C:29]([C:32]([F:35])([F:34])[F:33])[CH:30]=3)[N:25]=[CH:24][N:23]=2)[CH2:15]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>>[F:10][C:9]([F:12])([F:11])[CH:7]1[CH2:8][CH2:3][CH:4]([N:14]2[CH2:15][CH:16]([NH:18][C:19](=[O:36])[CH2:20][NH:21][C:22]3[C:31]4[C:26](=[CH:27][CH:28]=[C:29]([C:32]([F:34])([F:33])[F:35])[CH:30]=4)[N:25]=[CH:24][N:23]=3)[CH2:17]2)[CH2:5][CH2:6]1

Participants

4

Reactant 3

HCID 5049666Sodium triacetoxyborohydrideHCID 68003594N-(azetidin-3-yl)-2((6-(trifluoromethyl)quinazolin-4-yl)amino)acetamideHCID 68003866HCID 68003866, compound

Product 1

HCID 86660466HCID 86660466, compound

Procedure

Reaction of ethyl 4-(trifluoromethyl)cyclohexanone with N-(azetidin-3-yl)-2-((6-(trifluoromethyl)quinazolin-4-yl)amino)acetamide (as prepared in Example 1 Step G) in the presence of TEA and NaBH(OAc)3 as described in Example 1, Step H afforded the product.

Workup

  1. customafforded the product

Sources & evidence

ORD record
ord-09a5c791c33947f89d6deb71cf1705bd
Source dataset
uspto-grants-2013_08
Patent number
US08518969B2

Reaction notes

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