3-Chloroaniline → 6-Methyl-3-(pyrimidin-5-ylamino)-pyrazine-2-carboxylic acid (3-chloro-phenyl)-amide hydrochloride

HRID 550590Notes

Reaction equation

C(O[C:4]([C:6]1[C:11]([NH2:12])=[N:10][CH:9]=[C:8]([CH3:13])[N:7]=1)=[O:5])C.Br[C:15]1[CH:16]=[N:17][CH:18]=[N:19][CH:20]=1.[Cl:21][C:22]1[CH:23]=[C:24]([CH:26]=[CH:27][CH:28]=1)[NH2:25]>>[ClH:21].[Cl:21][C:22]1[CH:23]=[C:24]([NH:25][C:4]([C:6]2[C:11]([NH:12][C:15]3[CH:16]=[N:17][CH:18]=[N:19][CH:20]=3)=[N:10][CH:9]=[C:8]([CH3:13])[N:7]=2)=[O:5])[CH:26]=[CH:27][CH:28]=1

Participants

Reactant 3

HCID 79323-Chloroaniline

HCID 783445-Bromopyrimidine

HCID 317738Ethyl 3-amino-6-methylpyrazine-2-carboxylate

Product 1

HCID 119966296-Methyl-3-(pyrimidin-5-ylamino)-pyrazine-2-carboxylic acid (3-chloro-phenyl)-amide hydrochloride

Procedure

The title compound, MS: m/e=341.2 (M+H+), was prepared in accordance with the general method of example 10 from 3-amino-6-methyl-pyrazine-2-carboxylic acid ethyl ester (Example C), 5-bromopyrimidine and 3-chloroaniline.

Sources & evidence

ORD record: ord-f7aa3b4b3b47400392af85f410427e24
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07947685B2

Reaction notes

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