1-(4-methoxyphenyl)-N-methylmethanamine → HCID 24954701, compound

HRID 1879164Notes

Reaction equation

HRID 1879164 reaction equation
FC1C=CC(CNC)=CC=1.[CH3:11][O:12][C:13]1[CH:21]=[CH:20][C:16]([CH2:17][NH:18][CH3:19])=[CH:15][CH:14]=1.[F:22][C:23]1[CH:45]=[CH:44][C:26]([CH2:27][NH:28][C:29]([C:31]2[S:35][C:34]([C:36]3[CH:41]=[N:40][CH:39]=[C:38](I)[N:37]=3)=[N:33][C:32]=2[CH3:43])=[O:30])=[CH:25][CH:24]=1>>[F:22][C:23]1[CH:45]=[CH:44][C:26]([CH2:27][NH:28][C:29]([C:31]2[S:35][C:34]([C:36]3[CH:41]=[N:40][CH:39]=[C:38]([N:18]([CH2:17][C:16]4[CH:20]=[CH:21][C:13]([O:12][CH3:11])=[CH:14][CH:15]=4)[CH3:19])[N:37]=3)=[N:33][C:32]=2[CH3:43])=[O:30])=[CH:25][CH:24]=1

Participants

4

Reactant 3

HCID 4854071-(4-methoxyphenyl)-N-methylmethanamineHCID 7368601-(4-fluorophenyl)-N-methylmethanamineHCID 866455582-(6-Iodo-pyrazin-2-yl)-4-methyl-thiazole-5-carboxylic acid 4-fluoro benzylamide

Product 1

HCID 24954701HCID 24954701, compoundYield 72%

Procedure

Following the procedure described in Example 14, making variations as required to replace 4-fluoro-N-methyl-benzylamine with (4-methoxy-benzyl)-methyl-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 72% yield. 1H NMR (400 MHz, CD2Cl2) δ 8.55 (s, 1H), 8.06 (s, 1H), 7.29-7.37 (m, 2H), 7.17-7.24 (m, 2H), 6.99-7.07 (m, 2H), 6.80-6.87 (m, 2H), 6.20 (bs, 1H), 4.75 (s, 2H), 4.53 (d, J=4.0 Hz, 2H), 3.74 (s, 3H), 3.11 (s, 3H), 2.70 (s, 3H); MS (ES+) m/z 478.2 (M+1), Rt=1.58 min.

Sources & evidence

ORD record
ord-8eeccc1e67434b1ca30fa164a8c09d30
Source dataset
uspto-grants-2012_11
Patent number
US08314138B2

Reaction notes

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