N-Methylpyridine-4-methylamine → HCID 59489558, compound

HRID 1879163Notes

Reaction equation

HRID 1879163 reaction equation
FC1C=CC(CNC)=CC=1.[CH3:11][NH:12][CH2:13][C:14]1[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=1.[F:20][C:21]1[CH:43]=[CH:42][C:24]([CH2:25][NH:26][C:27]([C:29]2[S:33][C:32]([C:34]3[CH:39]=[N:38][CH:37]=[C:36](I)[N:35]=3)=[N:31][C:30]=2[CH3:41])=[O:28])=[CH:23][CH:22]=1>>[F:20][C:21]1[CH:43]=[CH:42][C:24]([CH2:25][NH:26][C:27]([C:29]2[S:33][C:32]([C:34]3[CH:39]=[N:38][CH:37]=[C:36]([N:12]([CH3:11])[CH2:13][C:14]4[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=4)[N:35]=3)=[N:31][C:30]=2[CH3:41])=[O:28])=[CH:23][CH:22]=1

Participants

4

Reactant 3

HCID 81436N-Methylpyridine-4-methylamineHCID 7368601-(4-fluorophenyl)-N-methylmethanamineHCID 866455582-(6-Iodo-pyrazin-2-yl)-4-methyl-thiazole-5-carboxylic acid 4-fluoro benzylamide

Product 1

HCID 59489558HCID 59489558, compoundYield 78%

Procedure

Following the procedure described in Example 14, making variations as required to replace 4-fluoro-N-methyl-benzylamine with methyl-pyridin-4-ylmethyl-amine to react with 2-(6-iodo-pyrazin-2-yl)-4-methyl-thiazole-5-carboxylic acid 4-fluoro-benzylamide, the title compound was obtained in 78% yield. 1H NMR (400 MHz, CD2Cl2) δ 8.63 (s, 1H), 8.51 (d, J=8.0 Hz, 2H), 8.14 (s, 1H), 7.27-7.36 (m, 4H), 6.99-7.08 (m, 2H), 6.18 (bs, 1H), 4.86 (s, 2H), 4.54 (d, J=4.0 Hz, 2H), 3.21 (s, 3H), 2.68 (s, 3H); MS (ES+) m/z 449.2 (M+1), Rt=1.30 min.

Sources & evidence

ORD record
ord-d3a876feb847405392919072e515503f
Source dataset
uspto-grants-2012_11
Patent number
US08314138B2

Reaction notes

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