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

HRID 3470Notes

Reaction equation

HRID 3470 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([CH3:9])=[C:4]([CH3:10])[C:3]=1[C:11]1[C:21]([NH2:22])=[N:20][C:14]2[N:15]=[C:16]([NH2:19])[N:17]=[CH:18][C:13]=2[CH:12]=1.[C:23]([N:27]=[C:28]=[O:29])([CH3:26])([CH3:25])[CH3:24]>>[NH2:19][C:16]1[N:17]=[CH:18][C:13]2[CH:12]=[C:11]([C:3]3[C:2]([CH3:1])=[C:7]([CH3:8])[CH:6]=[C:5]([CH3:9])[C:4]=3[CH3:10])[C:21]([NH:22][C:28]([NH:27][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:29])=[N:20][C:14]=2[N:15]=1

Participants

3

Reactant 2

HCID 62412tert-Butyl isocyanateHCID 53281246-(2,3,5,6-Tetramethylphenyl)pyrido[2,3-d]pyrimidine-2,7-diamine

Product 1

HCID 53281251-[2-Amino-6-(2,3,5,6-tetramethylphenyl)pyrido[2,3-d]pyrimidin-7-yl]-3-tert-butylurea

Procedure

The title compound was prepared from 0.3 g of 6-(2,3,5,6-tetramethyl-phenyl)-pyrido[2,3-d]pyrimidine-2,7-diamine from Example 98 and 0.125 mL of tert-butyl isocyanate according to Example 2. The product was purified by medium pressure liquid chromatography eluting with 1:1CHCl3 :EtOAc; mp >300° C.; CIMS (1% ammonia in methane): m/z (relative intensity) 393 (MH+, 55), 394 (MH+ +1, 13), 84 (100).

Workup

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

Sources & evidence

ORD record
ord-c69ff002447f448f808b08dbb0ba58fb
Source dataset
uspto-grants-1998_03
Patent number
US05733913

Reaction notes

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