Ammonia → 1-[2-Amino-6-(2,6-difluorophenyl)pyrido[2,3-d]pyrimidin-7-yl]-3-tert-butylurea

HRID 3459

Reaction equation

HRID 3459 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[C:19]([NH2:20])=[N:18][C:12]2[N:13]=[C:14]([NH2:17])[N:15]=[CH:16][C:11]=2[CH:10]=1.[C:21]([N:25]=[C:26]=[O:27])([CH3:24])([CH3:23])[CH3:22].N>C>[NH2:17][C:14]1[N:15]=[CH:16][C:11]2[CH:10]=[C:9]([C:3]3[C:2]([F:1])=[CH:7][CH:6]=[CH:5][C:4]=3[F:8])[C:19]([NH:20][C:26]([NH:25][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:27])=[N:18][C:12]=2[N:13]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 62412tert-Butyl isocyanateHCID 218500576-(2,6-Difluoro-phenyl)-pyrido[2,3-d]pyrimidine-2,7-diamine

Product 1

HCID 53291151-[2-Amino-6-(2,6-difluorophenyl)pyrido[2,3-d]pyrimidin-7-yl]-3-tert-butylurea

Reagents, catalysts & solvents 1

HCID 297MethaneSolvent

Procedure

The title compound was prepared from 0.25 g of 6-(2,6-difluoro-phenyl)-pyrido[2,3-d]pyrimidine-2,7-diamine from Example 63 and 0.112 mL of tert-butyl isocyanate according to Example 2. The product was purified by MPLC eluting with a gradient of CHCl3 :EtOAc (1:1) to EtOAc to afford the pure product; mp >300° C., CIMS (1% ammonia in methane): m/z (relative intensity) 373 (MH+ +1, 60), 374 (MH+ +2, 10), 274 (100).

Workup

  1. customThe product was purified by MPLC
  2. washeluting with a gradient of CHCl3 :EtOAc (1:1) to EtOAc
  3. customto afford the pure product

Sources & evidence

ORD record
ord-f181ec7fa91846eca2529e969dd97cf0
Source dataset
uspto-grants-1998_03
Patent number
US05733913

Linked notes

Loading…