N-Methylaniline → HCID 59489540, compound

HRID 1879205Notes

Reaction equation

HRID 1879205 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([C:17]2[CH:21]=[CH:20][N:19]([CH2:22][CH2:23]OS(C)(=O)=O)[N:18]=2)[S:5][C:6]=1[C:7](=[O:16])[NH:8][CH2:9][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1.[CH3:29][NH:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>>[N:12]1[CH:13]=[CH:14][CH:15]=[C:10]([CH2:9][NH:8][C:7]([C:6]2[S:5][C:4]([C:17]3[CH:21]=[CH:20][N:19]([CH2:22][CH2:23][N:30]([CH3:29])[C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)[N:18]=3)=[N:3][C:2]=2[CH3:1])=[O:16])[CH:11]=1

Participants

3

Reactant 2

HCID 7515N-MethylanilineHCID 59489547HCID 59489547, compound

Product 1

HCID 59489540HCID 59489540, compound

Procedure

The title compound was prepared from methanesulfonic acid 2-(3-{4-methyl-5-[(pyridin-3-ylmethyl)-carbamoyl]-thiazol-2-yl}-pyrazol-1-yl)-ethyl ester and methyl-phenyl amine as describe in Example 77 and isolated as a white solid (0.043 g, 54% yield). 1H NMR (400 MHz, CDCl3) δ 8.63 (bs, 1H), 8.57 (d, J=4 Hz, 1H), 7.73 (d, J=8 Hz, 1H), 7.28-7.34 (m, 1H), 7.29 (d, J=2 Hz, 1H), 7.21-7.26 (m, 2H), 6.77 (d, J=2 Hz, 1H), 6.73 (t, J=8 Hz, 1H), 6.65 (d, J=8 Hz, 2H), 6.06-6.13 (bm, 2H), 4.64 (d, J=4 Hz, 2H), 4.34 (t, J=5 Hz, 2H), 3.83 (t, J=5 Hz, 2H), 2.76 (s, 3H), 2.74 (s, 3H); MS (M+H)+=432.9; Rt=1.28 min; HRMS (M+H)+=433.17.

Sources & evidence

ORD record
ord-31c461ee7ee44d2a91a665c337be4105
Source dataset
uspto-grants-2012_11
Patent number
US08314138B2

Reaction notes

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