(2-Aminophenyl)(pyrrolidin-1-yl)methanone → Diethyl (4-{[4-{[2-(pyrrolidin-1-ylcarbonyl)phenyl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}benzyl)phosphonate

HRID 511405Notes

Reaction equation

HRID 511405 reaction equation
Cl[C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][N:5]=[C:4]([NH:12][C:13]2[CH:27]=[CH:26][C:16]([CH2:17][P:18](=[O:25])([O:22][CH2:23][CH3:24])[O:19][CH2:20][CH3:21])=[CH:15][CH:14]=2)[N:3]=1.[N:28]1([C:33]([C:35]2[CH:41]=[CH:40][CH:39]=[CH:38][C:36]=2[NH2:37])=[O:34])[CH2:32][CH2:31][CH2:30][CH2:29]1>>[N:28]1([C:33]([C:35]2[CH:41]=[CH:40][CH:39]=[CH:38][C:36]=2[NH:37][C:2]2[C:7]([C:8]([F:10])([F:9])[F:11])=[CH:6][N:5]=[C:4]([NH:12][C:13]3[CH:27]=[CH:26][C:16]([CH2:17][P:18](=[O:25])([O:22][CH2:23][CH3:24])[O:19][CH2:20][CH3:21])=[CH:15][CH:14]=3)[N:3]=2)=[O:34])[CH2:29][CH2:30][CH2:31][CH2:32]1

Participants

3

Reactant 2

HCID 713136(2-Aminophenyl)(pyrrolidin-1-yl)methanoneHCID 86654003Diethyl (4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}benzyl)phosphonate

Product 1

HCID 58292992Diethyl (4-{[4-{[2-(pyrrolidin-1-ylcarbonyl)phenyl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}benzyl)phosphonate

Procedure

The title product was prepared according to the procedure for Example 102 using diethyl (4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}benzyl)phosphonate and the commercially available 2-(pyrrolidin-1-ylcarbonyl)aniline. MS (ES+): m/z 578.34 (100) [MH+]; HPLC: tR=1.02 min (UPLC, purity).

Sources & evidence

ORD record
ord-4715da7a7df14b688a94d0f4b09655dd
Source dataset
uspto-grants-2015_08
Patent number
US09096624B2

Reaction notes

Loading…