4-Bromo-3-fluoroaniline → HCID 56963170, compound

HRID 1037531Notes

Reaction equation

HRID 1037531 reaction equation
ClC1C=CC(N2[C:16]([C:17]([NH:19][CH3:20])=[O:18])=[C:15]3[C:10]([CH:11]=[C:12]([NH:24][S:25]([CH3:28])(=[O:27])=[O:26])[C:13]([CH:21]4[CH2:23][CH2:22]4)=[CH:14]3)=[N:9]2)=CC=1.[Br:29][C:30]1[CH:36]=[CH:35][C:33]([NH2:34])=[CH:32][C:31]=1[F:37]>>[Br:29][C:30]1[CH:36]=[CH:35][C:33]([N:34]2[C:16]([C:17]([NH:19][CH3:20])=[O:18])=[C:15]3[C:10]([CH:11]=[C:12]([NH:24][S:25]([CH3:28])(=[O:27])=[O:26])[C:13]([CH:21]4[CH2:22][CH2:23]4)=[CH:14]3)=[N:9]2)=[CH:32][C:31]=1[F:37]

Participants

3

Reactant 2

HCID 8218484-Bromo-3-fluoroanilineHCID 569631692-(4-chlorophenyl)-5-cyclopropyl-N-methyl-6-[(methylsulfonyl)amino]-2H-indazole-3-carboxamide

Product 1

HCID 56963170HCID 56963170, compound

Procedure

Compound (46) was prepared in a similar manner to the synthesis of Compound (44) with the following variation: 4-bromo-3-fluoroaniline was used instead of 4-chloroaniline at Step d. ESI-MS m/z [M+H]+: 481.1. 1H NMR (400 MHz, DMSO) δ 9.21 (brs, 1H), 8.67 (brs, 1H), 7.96-7.83 (m, 2H), 7.76-7.62 (m, 2H), 7.45-7.30 (m, 2H), 3.10 (s, 3H), 2.90-2.76 (m, 3H), 2.31-2.20 (m, 1H), 1.07-0.92 (m, 2H), 0.80-0.66 (m, 2H).

Sources & evidence

ORD record
ord-4f1fa000e8b54ac38e63d172655c2bfb
Source dataset
uspto-grants-2013_10
Patent number
US08546389B2

Reaction notes

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