Methylamine → 7-chloro-6-{[2-(3-chloro-pyridin-2-yl)-5-trifluoromethyl-2H-pyrazole-3-carbonyl]-amino}-benzo[1,2,5]thiadiazole-5-carboxylic acid methylamide

HRID 2039610Notes

Reaction equation

HRID 2039610 reaction equation
[Cl:1][C:2]1[C:3]2[C:4](=[N:29][S:30][N:31]=2)[CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([C:12]1[N:13]([C:21]3[C:26]([Cl:27])=[CH:25][CH:24]=[CH:23][N:22]=3)[N:14]=[C:15]([C:17]([F:20])([F:19])[F:18])[CH:16]=1)[O:8][C:7]2=[O:28].[CH3:32][NH2:33]>>[CH3:32][NH:33][C:7]([C:6]1[C:11]([NH:10][C:9]([C:12]2[N:13]([C:21]3[C:26]([Cl:27])=[CH:25][CH:24]=[CH:23][N:22]=3)[N:14]=[C:15]([C:17]([F:19])([F:18])[F:20])[CH:16]=2)=[O:8])=[C:2]([Cl:1])[C:3]2[C:4]([CH:5]=1)=[N:29][S:30][N:31]=2)=[O:28]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 578559084-chloro-6-[2-(3-chloro-pyridin-2-yl)-5-trifluoromethyl-2H-pyrazol-3-yl]-7-oxa-2-thia-1,3,5-triaza-cyclopenta[b]naphthalen-8-one

Product 1

HCID 578559367-chloro-6-{[2-(3-chloro-pyridin-2-yl)-5-trifluoromethyl-2H-pyrazole-3-carbonyl]-amino}-benzo[1,2,5]thiadiazole-5-carboxylic acid methylamide

Procedure

See step f) of Example H2 using 4-chloro-6-[2-(3-chloro-pyridin-2-yl)-5-trifluoromethyl-2H-pyrazol-3-yl]-7-oxa-2-thia-1,3,5-triaza-cyclopenta[b]naphthalen-8-one as starting material and methylamine (40% in H2O). After overnight reaction and chromatography column purification, a slightly brown solid is obtained (75%). LC/MS: 538/539 (M+Na)+.

Workup

  1. customAfter overnight reaction and chromatography column purification
  2. customa slightly brown solid is obtained (75%)

Sources & evidence

ORD record
ord-9a4e9a5180cf4686aa33d4ca4b76e35c
Source dataset
uspto-grants-2013_11
Patent number
US08580785B2

Reaction notes

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