4-amino-2-methyl-2,3-dihydro-1H-isoindole-1,3-dione → Diethyl[3-methoxy-4-({4-[(2-methyl-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl)amino]-5-(trifluoromethyl)pyrimidin-2-yl}amino)benzyl]phosphonate

HRID 1947860Notes

Reaction equation

HRID 1947860 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][C:14]=2[O:28][CH3:29])[N:3]=1.[NH2:30][C:31]1[CH:39]=[CH:38][CH:37]=[C:36]2[C:32]=1[C:33](=[O:42])[N:34]([CH3:41])[C:35]2=[O:40]>>[CH2:20]([O:19][P:18]([CH2:17][C:16]1[CH:26]=[CH:27][C:13]([NH:12][C:4]2[N:3]=[C:2]([NH:30][C:31]3[CH:39]=[CH:38][CH:37]=[C:36]4[C:32]=3[C:33](=[O:42])[N:34]([CH3:41])[C:35]4=[O:40])[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][N:5]=2)=[C:14]([O:28][CH3:29])[CH:15]=1)(=[O:25])[O:22][CH2:23][CH3:24])[CH3:21]

Participants

3

Reactant 2

HCID 6005964-amino-2-methyl-2,3-dihydro-1H-isoindole-1,3-dioneHCID 86654002Diethyl (4-{[4-chloro-5-(trifluoromethyl) pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate

Product 1

HCID 49821190Diethyl[3-methoxy-4-({4-[(2-methyl-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl)amino]-5-(trifluoromethyl)pyrimidin-2-yl}amino)benzyl]phosphonate

Procedure

The title compound was prepared using the procedure for Example 102 with diethyl (4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate and the commercially available 4-amino-2-methyl-1H-isoindole-1,3(2H)-dione. MS (ES+): m/z 594.34 (100) [MH+]; HPLC: tR=1.17 min (UPLC, purity).

Sources & evidence

ORD record
ord-30dc4253bcb3428dadc56e0a349a24ea
Source dataset
uspto-grants-2013_03
Patent number
US08399433B2

Reaction notes

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