7-amino-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylic acid → 7-{[2-({4-[(Diethoxyphosphoryl)methyl]-2-methoxyphenyl}amino)-5-(trifluoromethyl)pyrimidin-4-yl]amino}-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylic acid

HRID 511322Notes

Reaction equation

HRID 511322 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[C:39]2[C:38](=[O:40])[N:37]([CH3:41])[CH2:36][C:35]=2[C:34]([C:42]([OH:44])=[O:43])=[CH:33][CH:32]=1>>[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[C:39]4[C:38](=[O:40])[N:37]([CH3:41])[CH2:36][C:35]=4[C:34]([C:42]([OH:44])=[O:43])=[CH:33][CH:32]=3)[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:22][CH2:23][CH3:24])=[O:25])[CH3:21]

Participants

3

Reactant 2

HCID 672542797-amino-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylic acidHCID 86654002Diethyl (4-{[4-chloro-5-(trifluoromethyl) pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate

Product 1

HCID 582930057-{[2-({4-[(Diethoxyphosphoryl)methyl]-2-methoxyphenyl}amino)-5-(trifluoromethyl)pyrimidin-4-yl]amino}-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carboxylic acid

Procedure

The title compound was prepared using the procedure from Example 102 using diethyl (4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate and Compound 128A. MS (ES+): m/z 624.19 (100) [MH+]; HPLC: tR=1.07 min (UPLC, purity).

Sources & evidence

ORD record
ord-01d4bca9979a447e994ce22f9fca3c59
Source dataset
uspto-grants-2015_08
Patent number
US09096624B2

Reaction notes

Loading…