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 → Diethyl (4-{[4-{[6-bromo-2-(methylcarbamoyl)pyridin-3-yl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-chlorobenzyl)phosphonate

HRID 2279877Notes

Reaction equation

HRID 2279877 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.[NH2:50][C:51]1[C:52]([C:58]([NH:60][CH3:61])=[O:59])=[N:53][C:54]([Br:57])=[CH:55][CH:56]=1.C(OP1(=O)CC2C=CC(=CC=2)NC2=NC(=C(C(F)(F)F)C=N2)NC2C=CC(=NC=2C(NC)=O)C2=CN(N=C2)CCCCO1)C.[Cl:106][C:107]1[CH:108]=[C:109]([CH:119]=[CH:120][C:121]=1[NH:122][C:123]1[N:128]=[C:127](Cl)[C:126]([C:130]([F:133])([F:132])[F:131])=[CH:125][N:124]=1)[CH2:110][P:111](=[O:118])([O:115][CH2:116][CH3:117])[O:112][CH2:113][CH3:114]>>[Br:57][C:54]1[N:53]=[C:52]([C:58](=[O:59])[NH:60][CH3:61])[C:51]([NH:50][C:127]2[C:126]([C:130]([F:131])([F:132])[F:133])=[CH:125][N:124]=[C:123]([NH:122][C:121]3[CH:120]=[CH:119][C:109]([CH2:110][P:111](=[O:118])([O:115][CH2:116][CH3:117])[O:112][CH2:113][CH3:114])=[CH:108][C:107]=3[Cl:106])[N:128]=2)=[CH:56][CH:55]=1

Participants

5

Reactant 4

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 7651826811-ethoxy-N-methyl-21-(trifluoromethyl)-10-oxa-4,5,17,19,23,26,29-heptaaza-11-phosphapentacyclo[22.2.2.213,16.12,5.118,22]dotriaconta-1(26),2(32),3,13,15,18(29),19,21,24,27,30-undecaene-25-carboxamide 11-oxideHCID 866976863-Amino-6-bromo-N-methylpicolinamideHCID 86697725Diethyl (3-chloro-4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}benzyl)phosphonate

Product 1

HCID 86697815Diethyl (4-{[4-{[6-bromo-2-(methylcarbamoyl)pyridin-3-yl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-chlorobenzyl)phosphonate

Procedure

This material was prepared analogously to Compound 1B replacing Compound 1C with Compound 6D and Compound 1 E with Compound 24C. MS (ES+): m/z 651.22/653.22 (MH+). UPLC: tR=1.48 min (UPLC-SQD: analytical—2 min).

Workup

  1. customtR=1.48 min (UPLC-SQD: analytical—2 min)

Sources & evidence

ORD record
ord-2af8284d6da24739b9deede053ff00d2
Source dataset
uspto-grants-2015_09
Patent number
US09133224B2

Reaction notes

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