Ethanolamine → 4-[(2,2-Difluorocyclopropyl)methoxy]-n-{2-[(2-hydroxyethyl)amino]-2-oxo-1-[4-(trifluoromethoxy)benzyl]ethyl}benzamide

HRID 1799262Notes

Reaction equation

HRID 1799262 reaction equation
[F:1][C:2]1([F:32])[CH2:4][CH:3]1[CH2:5][O:6][C:7]1[CH:31]=[CH:30][C:10]([C:11]([NH:13][CH:14]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][C:26]([F:29])([F:28])[F:27])=[CH:21][CH:20]=2)[C:15](O)=[O:16])=[O:12])=[CH:9][CH:8]=1.[NH2:33][CH2:34][CH2:35][OH:36]>>[F:32][C:2]1([F:1])[CH2:4][CH:3]1[CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([C:11]([NH:13][CH:14]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][C:26]([F:29])([F:27])[F:28])=[CH:21][CH:20]=2)[C:15]([NH:33][CH2:34][CH2:35][OH:36])=[O:16])=[O:12])=[CH:30][CH:31]=1

Participants

3

Reactant 2

HCID 700EthanolamineHCID 690173782-({4-[(2,2-Difluorocyclopropyl)methoxy]benzoyl}amino)-3-[4-(trifluoromethoxy)phenyl]propanoic acid

Product 1

HCID 579720844-[(2,2-Difluorocyclopropyl)methoxy]-n-{2-[(2-hydroxyethyl)amino]-2-oxo-1-[4-(trifluoromethoxy)benzyl]ethyl}benzamideYield 63.1%

Procedure

A reaction similar to that described in Example 32 (32c) was conducted using 2-({4-[(2,2-difluorocyclopropyl)methoxy]benzoyl}amino)-3-[4-(trifluoromethoxy)phenyl]propanoic acid (352 mg, 0.766 mmol) prepared in Example 40 (40c) and 2-aminoethanol (55 μL, 0.919 mmol) to give 243 mg of the title compound (white powder, yield: 63%).

Workup

  1. customA reaction similar to

Sources & evidence

ORD record
ord-9b775ad08bd24f7cbdf48d820472e0a4
Source dataset
uspto-grants-2013_01
Patent number
US08344029B2

Reaction notes

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