tert-Butyl isocyanate → 1-[2-Amino-6-(2-methoxyphenyl)pyrido[2,3-d]pyrimidin-7-yl]-3-tert-butylurea

HRID 617984Notes

Reaction equation

HRID 617984 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=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]>>[NH2:17][C:14]1[N:15]=[CH:16][C:11]2[CH:10]=[C:9]([C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[O:2][CH3:1])[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

3

Reactant 2

HCID 62412tert-Butyl isocyanateHCID 218500336-(2-Methoxy-phenyl)-pyrido[2,3-d]pyrimidine-2,7-diamine

Product 1

HCID 53291271-[2-Amino-6-(2-methoxyphenyl)pyrido[2,3-d]pyrimidin-7-yl]-3-tert-butylurea

Procedure

The title compound was prepared from 0.203 g of 6-(2-methoxy-phenyl)-pyrido[2,3-d]pyrimidine-2,7-diamine from Example 100 and 0.093 mL of tert-butyl isocyanate according to Example 2. The product was purified by medium pressure liquid chromatography eluting with 1:1 CHCl3 :EtOAc; mp 300-301° C.; CIMS (1% ammonia in methane): m/z (relative intensity) 367 (MH+ +1, 67), 368 (MH+ +2, 14), 236 (100).

Workup

  1. customThe product was purified by medium pressure liquid chromatography
  2. washeluting with 1:1 CHCl3

Sources & evidence

ORD record
ord-7f86f9cc7f864ce5b283118547d42c12
Source dataset
uspto-grants-1999_09
Patent number
US05952342

Reaction notes

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