3-Fluoro-4-methylaniline → HCID 67776636, compound

HRID 1037530Notes

Reaction equation

HRID 1037530 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.[F:29][C:30]1[CH:31]=[C:32]([CH:34]=[CH:35][C:36]=1[CH3:37])[NH2:33]>>[CH:21]1([C:13]2[C:12]([NH:24][S:25]([CH3:28])(=[O:26])=[O:27])=[CH:11][C:10]3[C:15](=[C:16]([C:17]([NH:19][CH3:20])=[O:18])[N:33]([C:32]4[CH:34]=[CH:35][C:36]([CH3:37])=[C:30]([F:29])[CH:31]=4)[N:9]=3)[CH:14]=2)[CH2:22][CH2:23]1

Participants

3

Reactant 2

HCID 99573-Fluoro-4-methylanilineHCID 569631692-(4-chlorophenyl)-5-cyclopropyl-N-methyl-6-[(methylsulfonyl)amino]-2H-indazole-3-carboxamide

Product 1

HCID 67776636HCID 67776636, compound

Procedure

Compound (45) was prepared in a similar manner to the synthesis of Compound (44) with the following variation: 3-fluoro-4-methylaniline was used instead of 4-chloroaniline at Step d. ESI-MS m/z [M+H]+: 417.1, 1H NMR (400 MHz, Acetone) δ 7.95 (brs, 1H), 7.81 (s, 1H), 7.75 (brs, 1H), 7.64 (s, 1H), 7.47-7.36 (m, 3H), 3.18 (s, 3H), 2.98 (d, J=4.7 Hz, 3H), 2.37 (d, J=1.9 Hz, 3H), 2.26-2.16 (m, 1H), 1.13-1.06 (m, 2H), 0.81-0.74 (m, 2H).

Sources & evidence

ORD record
ord-cf35c56411ba48be98d91e8c757da7a8
Source dataset
uspto-grants-2013_10
Patent number
US08546389B2

Reaction notes

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