(2R)-1-amino-2-cyclopropyl-propan-2-ol → 5-Bromo-N-((R)-2-cyclopropyl-2-hydroxy-propyl)-6-(2,2,2-trifluoro-ethoxy)-2-trifluoromethyl-nicotinamide

HRID 598231Notes

Reaction equation

HRID 598231 reaction equation
[Br:1][C:2]1[C:3]([O:15][CH2:16][C:17]([F:20])([F:19])[F:18])=[N:4][C:5]([C:11]([F:14])([F:13])[F:12])=[C:6]([CH:10]=1)[C:7]([OH:9])=O.[NH2:21][CH2:22][C@@:23]([CH3:28])([CH:25]1[CH2:27][CH2:26]1)[OH:24]>>[Br:1][C:2]1[C:3]([O:15][CH2:16][C:17]([F:20])([F:19])[F:18])=[N:4][C:5]([C:11]([F:14])([F:13])[F:12])=[C:6]([CH:10]=1)[C:7]([NH:21][CH2:22][C@@:23]([CH:25]1[CH2:27][CH2:26]1)([OH:24])[CH3:28])=[O:9]

Participants

3

Reactant 2

HCID 51684102(2R)-1-amino-2-cyclopropyl-propan-2-olHCID 863463205-Bromo-6-(2,2,2-trifluoroethoxy)-2-(trifluoromethyl)nicotinic acid

Product 1

HCID 866347995-Bromo-N-((R)-2-cyclopropyl-2-hydroxy-propyl)-6-(2,2,2-trifluoro-ethoxy)-2-trifluoromethyl-nicotinamide

Procedure

The title compound was synthesized in analogy to Example 1c, using 5-bromo-6-(2,2,2-trifluoro-ethoxy)-2-trifluoromethyl-nicotinic acid and (R)-α-(aminomethyl)-α-methyl-cyclopropanemethanol as starting materials, MS (ISP) 462.9, 464.9 (M−H).

Sources & evidence

ORD record
ord-8783d70067be4e03a55b34d7af698eed
Source dataset
uspto-grants-2011_03
Patent number
US07897621B2

Reaction notes

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