Sodium triacetoxyborohydride → HCID 68004013, compound

HRID 1896919Notes

Reaction equation

HRID 1896919 reaction equation
[CH3:1][O:2][C:3]1[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[CH:16][C:4]=1[CH2:5][NH:6][C:7]([CH:9]1[CH2:14][CH2:13][C:12](=O)[CH2:11][CH2:10]1)=[O:8].[NH:22]1[CH2:25][CH:24]([NH:26][C:27](=[O:44])[CH2:28][NH:29][C:30]2[C:39]3[C:34](=[CH:35][CH:36]=[C:37]([C:40]([F:43])([F:42])[F:41])[CH:38]=3)[N:33]=[CH:32][N:31]=2)[CH2:23]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>>[CH3:1][O:2][C:3]1[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[CH:16][C:4]=1[CH2:5][NH:6][C:7]([CH:9]1[CH2:14][CH2:13][CH:12]([N:22]2[CH2:23][CH:24]([NH:26][C:27](=[O:44])[CH2:28][NH:29][C:30]3[C:39]4[C:34](=[CH:35][CH:36]=[C:37]([C:40]([F:41])([F:43])[F:42])[CH:38]=4)[N:33]=[CH:32][N:31]=3)[CH2:25]2)[CH2:11][CH2:10]1)=[O:8]

Participants

4

Reactant 3

HCID 5049666Sodium triacetoxyborohydrideHCID 68003594N-(azetidin-3-yl)-2((6-(trifluoromethyl)quinazolin-4-yl)amino)acetamideHCID 68003908HCID 68003908, compound

Product 1

HCID 68004013HCID 68004013, compound

Procedure

Reaction of N-(2,4-dimethoxybenzyl)-4-oxocyclohexanecarboxamide 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-765eb2da94994203bf07697dfe97980f
Source dataset
uspto-grants-2013_08
Patent number
US08518969B2

Reaction notes

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