Diethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate → Ethyl hydrogen (4-{[4-{[6-bromo-2-(methylcarbamoyl)pyridin-3-yl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-2-chloro-5-methoxybenzyl)phosphonate

HRID 2279871Notes

Reaction equation

HRID 2279871 reaction equation
OCCCN1C=C(C2C=CC(NC3C(C(F)(F)F)=CN=C(NC4C=CC(CP(=O)(OCC)OCC)=CC=4OC)N=3)=C3C=2CN(C)C3=O)C=N1.[Br:50][C:51]1[N:56]=[C:55]([C:57](=[O:60])[NH:58][CH3:59])[C:54]([NH:61][C:62]2[C:67]([C:68]([F:71])([F:70])[F:69])=[CH:66][N:65]=[C:64]([NH:72][C:73]3[C:87]([O:88][CH3:89])=[CH:86][C:76]([CH2:77][P:78](=[O:85])([O:82]CC)[O:79][CH2:80][CH3:81])=[C:75]([Cl:90])[CH:74]=3)[N:63]=2)=[CH:53][CH:52]=1>>[Br:50][C:51]1[N:56]=[C:55]([C:57](=[O:60])[NH:58][CH3:59])[C:54]([NH:61][C:62]2[C:67]([C:68]([F:71])([F:70])[F:69])=[CH:66][N:65]=[C:64]([NH:72][C:73]3[C:87]([O:88][CH3:89])=[CH:86][C:76]([CH2:77][P:78](=[O:82])([OH:85])[O:79][CH2:80][CH3:81])=[C:75]([Cl:90])[CH:74]=3)[N:63]=2)=[CH:53][CH:52]=1

Participants

3

Reactant 2

HCID 58292892Diethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonateHCID 86697807Diethyl (4-{[4-{[6-bromo-2-(methylcarbamoyl)pyridin-3-yl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-2-chloro-5-methoxybenzyl)phosphonate2×

Product 1

HCID 86697806Ethyl hydrogen (4-{[4-{[6-bromo-2-(methylcarbamoyl)pyridin-3-yl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-2-chloro-5-methoxybenzyl)phosphonate

Procedure

Prepared analogously to Compound 1B replacing Compound 1C with diethyl (4-{[4-{[6-bromo-2-(methylcarbamoyl)pyridin-3-yl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-2-chloro-5-methoxybenzyl)phosphonate (Compound 56D). MS (ESI): m/z 681.02/683.27 [M+H]+. UPLC: tR=1.56 min (analytical—2 min).

Workup

  1. customtR=1.56 min (analytical—2 min)

Sources & evidence

ORD record
ord-e6c5206c7ef44a5eadb86aac87efbf3c
Source dataset
uspto-grants-2015_09
Patent number
US09133224B2

Reaction notes

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