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

HRID 1947976Notes

Reaction equation

HRID 1947976 reaction equation
[CH2:1]([O:3][P:4]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17]2[N:22]=[C:21](Cl)[C:20]([C:24]([F:27])([F:26])[F:25])=[CH:19][N:18]=2)=[CH:12][CH:11]=1)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].[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>>[CH2:1]([O:3][P:4]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17]2[N:22]=[C:21]([NH:37][C:36]3[CH:38]=[CH:39][CH:40]=[CH:41][C:35]=3[C:33]([N:28]3[CH2:32][CH2:31][CH2:30][CH2:29]3)=[O:34])[C:20]([C:24]([F:27])([F:26])[F:25])=[CH:19][N:18]=2)=[CH:12][CH:11]=1)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]

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-27ff63dd8bbb427b973a1e5ef476349d
Source dataset
uspto-grants-2013_03
Patent number
US08399433B2

Reaction notes

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