tert-Butyl isocyanate → 1-[2-Amino-6-(3,5-dimethylphenyl)pyrido[2,3-d]pyrimidin-7-yl]-3-tert-butylurea

HRID 617979Notes

Reaction equation

HRID 617979 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:9]2[C:19]([NH2:20])=[N:18][C:12]3[N:13]=[C:14]([NH2:17])[N:15]=[CH:16][C:11]=3[CH:10]=2)[CH:5]=[C:6]([CH3:8])[CH:7]=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:3]=[C:2]([CH3:1])[CH:7]=[C:6]([CH3:8])[CH:5]=3)[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 218500386-(3,5-Dimethyl-phenyl)-pyrido[2,3-d]pyrimidine-2,7-diamine

Product 1

HCID 53291211-[2-Amino-6-(3,5-dimethylphenyl)pyrido[2,3-d]pyrimidin-7-yl]-3-tert-butylurea

Procedure

The title compound was prepared from 0.3 g of 6-(3,5-dimethyl-phenyl)-pyrido[2,3-d]pyrimidine-2,7-diamine from Example 94 and 0.14 mL of tert-butyl isocyanate according to Example 2. The product is purified by MPLC eluting with 1:1 CHCl3 :EtOAc; mp 180-182° C., CIMS (1% ammonia in methane): m/z (relative intensity) 365 (MH+ +1, 16), 366 (MH+ +2, 3), 84 (100).

Workup

  1. customThe product is purified by MPLC
  2. washeluting with 1:1 CHCl3

Sources & evidence

ORD record
ord-87bf6ab0e20344ccb0e363ee467a5171
Source dataset
uspto-grants-1999_09
Patent number
US05952342

Reaction notes

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