2-Amino-4-methyl-1,3-oxazole-5-carboxylic acid → 2-amino-N-(1-(5-chloro-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)-4-methyloxazole-5-carboxamide

HRID 623585Notes

Reaction equation

HRID 623585 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([CH:15]([NH2:17])[CH3:16])[CH:6]=[N:7][C:8]=1[O:9][CH2:10][C:11]([F:14])([F:13])[F:12].[NH2:18][C:19]1[O:20][C:21]([C:25](O)=[O:26])=[C:22]([CH3:24])[N:23]=1>>[NH2:18][C:19]1[O:20][C:21]([C:25]([NH:17][CH:15]([C:5]2[CH:6]=[N:7][C:8]([O:9][CH2:10][C:11]([F:12])([F:13])[F:14])=[C:3]([Cl:2])[CH:4]=2)[CH3:16])=[O:26])=[C:22]([CH3:24])[N:23]=1

Participants

3

Reactant 2

HCID 534060542-Amino-4-methyl-1,3-oxazole-5-carboxylic acidHCID 675090891-(5-Chloro-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethanamine hydrochloride

Product 1

HCID 675097592-amino-N-(1-(5-chloro-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)-4-methyloxazole-5-carboxamideYield 41%

Procedure

The title compound is prepared in 41% yield (92 mg, a white solid) from (+)-1-(5-chloro-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethanamine hydrochloride (171 mg, 0.59 mmol, Amine-5, single enantiomer) and 2-amino-4-methyloxazole-5-carboxylic acid (100 mg, 0.70 mmol) by the similar manner in Step-1 of Example 8.

Sources & evidence

ORD record
ord-c258940de8fe46c7b6bb67fd513af087
Source dataset
uspto-grants-2016_04
Patent number
US09302991B2

Reaction notes

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