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

HRID 2039611Notes

Reaction equation

HRID 2039611 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].[CH:32]1([CH2:35][NH2:36])[CH2:34][CH2:33]1>>[CH:32]1([CH2:35][NH:36][C:7]([C:6]2[C:11]([NH:10][C:9]([C:12]3[N:13]([C:21]4[C:26]([Cl:27])=[CH:25][CH:24]=[CH:23][N:22]=4)[N:14]=[C:15]([C:17]([F:20])([F:19])[F:18])[CH:16]=3)=[O:8])=[C:2]([Cl:1])[C:3]3[C:4]([CH:5]=2)=[N:29][S:30][N:31]=3)=[O:28])[CH2:34][CH2:33]1

Participants

3

Reactant 2

HCID 75646CyclopropanemethanamineHCID 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 578559477-chloro-6-{[2-(3-chloro-pyridin-2-yl)-5-trifluoromethyl-2H-pyrazole-3-carbonyl]-amino}-benzo[1,2,5]thiadiazole-5-carboxylic acid cyclopropylmethyl-amide

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 cyclopropanemethylamine. After 18 hours reaction and chromatography column purification, a slightly brown solid is obtained (85%). LC/MS: 556/558 (M+1)+.

Workup

  1. customAfter 18 hours reaction and chromatography column purification
  2. customa slightly brown solid is obtained (85%)

Sources & evidence

ORD record
ord-d4493aaaa711476d9b350d59fdf3cd27
Source dataset
uspto-grants-2013_11
Patent number
US08580785B2

Reaction notes

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