(2-Aminophenyl)(pyrrolidin-1-yl)methanone → Diethyl(3-methoxy-4-{[4-{[2-(pyrrolidin-1-ylcarbonyl)phenyl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}benzyl)phosphonate

HRID 1947978Notes

Reaction equation

HRID 1947978 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)=[C:12]([O:28][CH3:29])[CH:11]=1)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].[N:30]1([C:35]([C:37]2[CH:43]=[CH:42][CH:41]=[CH:40][C:38]=2[NH2:39])=[O:36])[CH2:34][CH2:33][CH2:32][CH2:31]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:39][C:38]3[CH:40]=[CH:41][CH:42]=[CH:43][C:37]=3[C:35]([N:30]3[CH2:34][CH2:33][CH2:32][CH2:31]3)=[O:36])[C:20]([C:24]([F:27])([F:26])[F:25])=[CH:19][N:18]=2)=[C:12]([O:28][CH3:29])[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 86654002Diethyl (4-{[4-chloro-5-(trifluoromethyl) pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate

Product 1

HCID 58292909Diethyl(3-methoxy-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}-3-methoxybenzyl)phosphonate and the commercially available 2-(pyrrolidin-1-ylcarbonyl)aniline. MS (ES+): m/z 608.35 (100) [MH+]; HPLC: tR=1.07 min (UPLC, purity).

Sources & evidence

ORD record
ord-e9f4c033d03543d79cd1085ffb803545
Source dataset
uspto-grants-2013_03
Patent number
US08399433B2

Reaction notes

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