2-amino-N-ethylbenzamide → Diethyl (4-{[4-{[2-(ethylcarbamoyl)phenyl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate

HRID 511373Notes

Reaction equation

HRID 511373 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:14]([C:15]([F:18])([F:17])[F:16])=[CH:13][N:12]=[C:11]([NH:19][C:20]3[CH:34]=[CH:33][C:23]([CH2:24][P:25](=[O:32])([O:29][CH2:30][CH3:31])[O:26][CH2:27][CH3:28])=[CH:22][C:21]=3[O:35][CH3:36])[N:10]=2)=[C:4]([C:37](=[O:40])[NH:38][CH3:39])[CH:3]=1.Cl[C:42]1C(C(F)(F)F)=CN=C(NC2C=CC(CP(=O)(OCC)OCC)=CC=2OC)N=1.NC1C=CC=CC=1C(NCC)=O>>[CH2:39]([NH:38][C:37]([C:4]1[CH:3]=[CH:2][CH:7]=[CH:6][C:5]=1[NH:8][C:9]1[C:14]([C:15]([F:17])([F:18])[F:16])=[CH:13][N:12]=[C:11]([NH:19][C:20]2[CH:34]=[CH:33][C:23]([CH2:24][P:25](=[O:32])([O:26][CH2:27][CH3:28])[O:29][CH2:30][CH3:31])=[CH:22][C:21]=2[O:35][CH3:36])[N:10]=1)=[O:40])[CH3:42]

Participants

4

Procedure

The title compound was prepared according to the procedure from Example 102 (Diethyl (4-{[4-{[4-fluoro-2-(methylcarbamoyl)-phenyl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate) using diethyl (4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate and the commercially available 2-amino-N-ethylbenzamide. MS (ES+): m/z 582.25 (100) [MH+]; HPLC: tR=1.09 min (UPLC, purity).

Sources & evidence

ORD record
ord-e11579c1add4479d9b25703c38f405f0
Source dataset
uspto-grants-2015_08
Patent number
US09096624B2

Reaction notes

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