2-((2-Chloro-5-(trifluoromethyl)pyrimidin-4-yl)amino)-N-methylbenzamide → HCID 178485310, compound

HRID 511455Notes

Reaction equation

HRID 511455 reaction equation
[NH2:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][CH2:7][PH:8](=[O:14])[O:9][CH2:10][CH2:11][O:12][CH3:13])=[CH:4][C:3]=1[O:17][CH3:18].Cl[C:20]1[N:25]=[C:24]([NH:26][C:27]2[CH:36]=[CH:35][CH:34]=[CH:33][C:28]=2[C:29]([NH:31][CH3:32])=[O:30])[C:23]([C:37]([F:40])([F:39])[F:38])=[CH:22][N:21]=1>>[CH3:18][O:17][C:3]1[CH:4]=[C:5]([CH:15]=[CH:16][C:2]=1[NH:1][C:20]1[N:25]=[C:24]([NH:26][C:27]2[CH:36]=[CH:35][CH:34]=[CH:33][C:28]=2[C:29](=[O:30])[NH:31][CH3:32])[C:23]([C:37]([F:40])([F:38])[F:39])=[CH:22][N:21]=1)[CH2:6][CH2:7][PH:8](=[O:14])[O:9][CH2:10][CH2:11][O:12][CH3:13]

Participants

3

Reactant 2

HCID 866338612-((2-Chloro-5-(trifluoromethyl)pyrimidin-4-yl)amino)-N-methylbenzamide2×HCID 178496528HCID 178496528, compound

Product 1

HCID 178485310HCID 178485310, compound

Procedure

The title compound was prepared according to the procedure for Example 102 using 2-methoxyethyl (4-amino-3-methoxybenzyl)methylphosphinate and 2-{[2-chloro-5-(trifluoromethyl)pyrimidin-4-yl]amino}-N-methylbenzamide (Compound 104A). 1H NMR (DMSO-d6, 400 MHz): δ=1.33 (d, J=14.15 Hz, 3 H), 2.76 (d, J=4.55 Hz, 3 H), 3.21 (d, J=17.94 Hz, 2 H), 3.26 (s, 3 H), 3.48-3.52 (m, 2 H), 3.77 (s, 3 H), 4.03 (ddt, J=6.19, 4.48, 3.13, 3.13 Hz, 2 H), 6.81-6.87 (m, 1 H), 7.02 (s, 1 H), 7.07 (t, J=7.45 Hz, 1 H), 7.38 (t, J=8.08 Hz, 1 H), 7.51 (d, J=7.33 Hz, 1 H), 7.64-7.70 (m, 1 H), 8.37 (s, 1 H), 8.72 (d, J=4.29 Hz, 1 H), 8.79 (br. s., 1 H), 11.43 (s, 1 H). MS (ES+): m/z 568.15 [MH+] (TOF, polar).

Sources & evidence

ORD record
ord-abd0319dac714d54b8a6878a5d0a7578
Source dataset
uspto-grants-2015_08
Patent number
US09096624B2

Reaction notes

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