3-Aminopyridine → HCID 59489542, compound

HRID 1879219Notes

Reaction equation

HRID 1879219 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]2[CH:14]=[CH:13][C:12]([C:15]3[S:16][C:17]([C:21]([OH:23])=O)=[C:18]([CH3:20])[N:19]=3)=[N:11]2)=[CH:4][CH:3]=1.[N:24]1[CH:29]=[CH:28][CH:27]=[C:26]([NH2:30])[CH:25]=1>>[N:24]1[CH:29]=[CH:28][CH:27]=[C:26]([NH:30][C:21]([C:17]2[S:16][C:15]([C:12]3[CH:13]=[CH:14][N:10]([CH2:9][CH2:8][C:5]4[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=4)[N:11]=3)=[N:19][C:18]=2[CH3:20])=[O:23])[CH:25]=1

Participants

3

Procedure

The title compound was prepared from 2-{1-[2-(4-fluoro-phenyl)-ethyl]-1H-pyrazol-3-yl}-4-methyl-thiazole-5-carboxylic acid and pyridine-3-ylamine as describe in Example 88 and isolated as a yellow solid (0.085 g, 71% yield). 1H NMR (400 MHz, CDCl3) δ 8.63 (d, J=2.27 Hz, 1H), 8.40 (d, J=4 Hz, 1H), 8.23 (d, J=4 Hz, 1H), 7.61 (s, 1H), 7.32-7.36 (m, 1H), 7.18 (d, J=2 Hz, 1H), 6.91-7.05 (m, 4H), 6.76 (d, J=2 Hz, 1H), 4.37 (t, J=7 Hz, 2H), 3.19 (t, J=7 Hz, 2H), 2.81 (s, 3H); MS (M+H)+=408.1; Rt=1.32 min; HRMS (M+H)+=408.13.

Sources & evidence

ORD record
ord-6034b61b558940af911b2d35092b4310
Source dataset
uspto-grants-2012_11
Patent number
US08314138B2

Reaction notes

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