7-amino-4-fluoro-2-methyl-2H-indazole → 2-[(2-Bromo-pyridin-4-ylmethyl)-amino]-N-(4-fluoro-2-methyl-2H-indazol-7-yl)-benzamide

HRID 600682Notes

Reaction equation

CO[C:3](=[O:19])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][CH2:11][C:12]1[CH:17]=[CH:16][N:15]=[C:14]([Br:18])[CH:13]=1.[NH2:20][C:21]1[C:29]2[C:25](=[CH:26][N:27]([CH3:30])[N:28]=2)[C:24]([F:31])=[CH:23][CH:22]=1>>[Br:18][C:14]1[CH:13]=[C:12]([CH2:11][NH:10][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([NH:20][C:21]2[C:29]3[C:25](=[CH:26][N:27]([CH3:30])[N:28]=3)[C:24]([F:31])=[CH:23][CH:22]=2)=[O:19])[CH:17]=[CH:16][N:15]=1

Participants

Reactant 2

HCID 231189887-amino-4-fluoro-2-methyl-2H-indazole

HCID 58763671Methyl 2-{[(2-bromopyridin-4-yl)methyl]amino}benzoate

Product 1

HCID 231189822-[(2-Bromo-pyridin-4-ylmethyl)-amino]-N-(4-fluoro-2-methyl-2H-indazol-7-yl)-benzamide

Procedure

2-[(2-Bromo-pyridin-4-ylmethyl)-amino]-N-(4-fluoro-2-methyl-2H-indazol-7-yl)-benzamide was prepared from 2-[(2-bromo-pyridin-4-ylmethyl)-amino]-benzoic acid methyl ester and 7-amino-4-fluoro-2-methyl-2H-indazole in analogy to the procedures detailed in Example 4A; 1H-NMR (300 MHz, d6-DMSO) 9.86 (1H, s), 8.60 (1H, s), 8.32 (1H, d), 8.13 (1H, t), 7.83 (1H, d), 7.58-7.61 (2H, m), 7.42 (1H, d), 7.30 (1H, t), 6.82 (1H, dd), 6.72 (1H, t), 6.59 (1H, d), 4.52 (2H, d), 4.22 (3H, s); m/z (ES+) 454, 456 [M+H, Br isotopes]+.

Sources & evidence

ORD record: ord-e4f496a24f9a40d284fc7f1762662bce
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07902229B2

Reaction notes

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