Diethyl (4-{[4-chloro-5-(trifluoromethyl) pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate → HCID 178476805, compound

HRID 2279817Notes

Reaction equation

HRID 2279817 reaction equation
[Cl:1][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](CP(=O)(OCC)OCC)=[CH:15][C:14]=2[O:28][CH3:29])[N:3]=1.NC1C=CC([CH2:35][CH2:36][CH2:37][CH2:38][PH:39](=[O:43])[O:40][CH2:41][CH3:42])=CC=1OC>>[Cl:1][C:2]1[C:7]([C:8]([F:10])([F:11])[F:9])=[CH:6][N:5]=[C:4]([NH:12][C:13]2[CH:27]=[CH:26][C:16]([CH2:35][CH2:36][CH2:37][CH2:38][PH:39](=[O:43])[O:40][CH2:41][CH3:42])=[CH:15][C:14]=2[O:28][CH3:29])[N:3]=1

Participants

3

Reactant 2

HCID 86654002Diethyl (4-{[4-chloro-5-(trifluoromethyl) pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonateHCID 178476809HCID 178476809, compound2×

Product 1

HCID 178476805HCID 178476805, compound

Procedure

Prepared analogously to Compound 1E replacing compound 1F with ethyl (4-amino-3-methoxybenzyl)propylphosphinate (Compound 37D, 0.971 g, 3.58 mmol). The crude material was purified on a Teledyne ISCO Combiflash® Rf system using DCM/MeOH (100:0→95:5) as eluent to afford the title compound as 1.08 g of a white foam (67%). MS (ESI): m/z 452.10 [M+H]+. UPLC: tR=1.10 min (polar—2 min).

Workup

  1. customThe crude material was purified on a Teledyne ISCO Combiflash® Rf system

Sources & evidence

ORD record
ord-924ce4f66bb34294964e4b6939f83d1c
Source dataset
uspto-grants-2015_09
Patent number
US09133224B2

Reaction notes

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