2-((2-Chloro-5-(trifluoromethyl)pyrimidin-4-yl)amino)-N-methylbenzamide → HCID 58292955, compound

HRID 511414Notes

Reaction equation

HRID 511414 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:18]=[CH:17][CH:16]=[CH:15][C:10]=2[C:11]([NH:13][CH3:14])=[O:12])[C:5]([C:19]([F:22])([F:21])[F:20])=[CH:4][N:3]=1.[NH2:23][C:24]1[CH:42]=[CH:41][C:27]([CH2:28][P:29](=[O:40])([O:35][CH2:36][CH2:37][O:38][CH3:39])[O:30][CH2:31][CH2:32][O:33][CH3:34])=[CH:26][CH:25]=1>>[CH3:14][NH:13][C:11]([C:10]1[CH:15]=[CH:16][CH:17]=[CH:18][C:9]=1[NH:8][C:6]1[C:5]([C:19]([F:22])([F:21])[F:20])=[CH:4][N:3]=[C:2]([NH:23][C:24]2[CH:25]=[CH:26][C:27]([CH2:28][P:29](=[O:40])([O:30][CH2:31][CH2:32][O:33][CH3:34])[O:35][CH2:36][CH2:37][O:38][CH3:39])=[CH:41][CH:42]=2)[N:7]=1)=[O:12]

Participants

3

Reactant 2

HCID 866338612-((2-Chloro-5-(trifluoromethyl)pyrimidin-4-yl)amino)-N-methylbenzamide2×HCID 86654033HCID 86654033, compound2×

Product 1

HCID 58292955HCID 58292955, compound

Procedure

The title product was prepared according to the procedure for Example 102 using 2-{[2-chloro-5-(trifluoromethyl)pyrimidin-4-yl]amino}-N-methylbenzamide (Compound 104A, 0.050 g, 0.15 mmol) and bis(2-methoxyethyl) (4-aminobenzyl)phosphonate (Compound 185A, 0.0917 g, 0.302 mmol) to afford the title compound. 1H NMR (400 MHz, DMSO-d6) δ 8.75 (d, J=4.80 Hz, 1H), 8.44 (s, 1H), 7.69-7.74 (m, 1H), 7.57 (d, J=7.58 Hz, 2H), 7.50 (t, J=7.96 Hz, 1H), 7.13-7.21 (m, 3H), 3.94-4.05 (m, 4H), 3.46 (t, J=4.55 Hz, 4H), 3.21-3.26 (m, 6H), 3.18 (s, 2H), 2.78 (d, J=4.55 Hz, 3H); MS (ES+): m/z: 598.1695 [MH+]. HPLC: tR=1.32 min (UPLC TOF MS: polar—3 min).

Workup

  1. customThe title product was prepared

Sources & evidence

ORD record
ord-2f3162752ce54307a777b49d0b917cbc
Source dataset
uspto-grants-2015_08
Patent number
US09096624B2

Reaction notes

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