Ethyl hydrogen (4-{[4-({2-(diethylcarbamoyl)-4-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]phenyl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate → Ethyl hydrogen (4-{[4-({6-fluoro-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

HRID 2279799Notes

Reaction equation

HRID 2279799 reaction equation
C(N(CC)C(C1C=C(C2C=NN(CCCO)C=2)C=CC=1NC1C(C(F)(F)F)=CN=C(NC2C=CC(CP(=O)(O)OCC)=CC=2OC)N=1)=O)C.[F:50][C:51]1[C:59]([C:60]2[CH:61]=[N:62][N:63]([CH2:65][CH2:66][CH2:67][OH:68])[CH:64]=2)=[C:58]2[C:54]([C:55](=[O:70])[N:56]([CH3:69])[CH2:57]2)=[C:53]([NH:71][C:72]2[C:77]([C:78]([F:81])([F:80])[F:79])=[CH:76][N:75]=[C:74]([NH:82][C:83]3[CH:97]=[CH:96][C:86]([CH2:87][P:88](=[O:95])([O:92]CC)[O:89][CH2:90][CH3:91])=[CH:85][C:84]=3[O:98][CH3:99])[N:73]=2)[CH:52]=1>>[F:50][C:51]1[C:59]([C:60]2[CH:61]=[N:62][N:63]([CH2:65][CH2:66][CH2:67][OH:68])[CH:64]=2)=[C:58]2[C:54]([C:55](=[O:70])[N:56]([CH3:69])[CH2:57]2)=[C:53]([NH:71][C:72]2[C:77]([C:78]([F:81])([F:79])[F:80])=[CH:76][N:75]=[C:74]([NH:82][C:83]3[CH:97]=[CH:96][C:86]([CH2:87][P:88](=[O:92])([OH:95])[O:89][CH2:90][CH3:91])=[CH:85][C:84]=3[O:98][CH3:99])[N:73]=2)[CH:52]=1

Participants

3

Reactant 2

HCID 86697678Ethyl hydrogen (4-{[4-({2-(diethylcarbamoyl)-4-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]phenyl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonateHCID 86697744diethyl (4-{[4-({6-fluoro-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)phosphonate2×

Product 1

HCID 86697743Ethyl hydrogen (4-{[4-({6-fluoro-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

Procedure

This compound was prepared analogously to Compound 3A using diethyl (4-{[4-({6-fluoro-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 (Compound 31B). MS (ESI): m/z=694.21 [M+H]+. UPLC: tR=1.13 min (UPLC-TOF: polar—3 min).

Workup

  1. customtR=1.13 min (UPLC-TOF: polar—3 min)

Sources & evidence

ORD record
ord-f94de7611aff44dc894f6a9c58c03e90
Source dataset
uspto-grants-2015_09
Patent number
US09133224B2

Reaction notes

Loading…