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

HRID 617991Notes

Reaction equation

HRID 617991 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[C:17]([NH2:18])=[N:16][C:10]3[N:11]=[C:12]([NH2:15])[N:13]=[CH:14][C:9]=3[CH:8]=2)[CH:2]=1.[C:19]([N:23]=[C:24]=[O:25])([CH3:22])([CH3:21])[CH3:20]>>[NH2:15][C:12]1[N:13]=[CH:14][C:9]2[CH:8]=[C:7]([C:3]3[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=3)[C:17]([NH:18][C:24]([NH:23][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:25])=[N:16][C:10]=2[N:11]=1

Participants

3

Reactant 2

HCID 62412tert-Butyl isocyanateHCID 218500626-Pyridin-3-yl-pyrido[2,3-d]pyrimidine-2,7-diamine

Product 1

HCID 218500141-(2-Amino-6-pyridin-3-yl-pyrido[2,3-d]pyrimidin-7-yl)-3-tert-butyl-urea

Procedure

By following the procedure of Example 2, 0.30 g of 2,7-diamino-6-(3-pyridyl)-pyrido[2,3-d]pyrido[2,3-d]-pyrimidine from Example 107 was reacted with 0.16 mL of tert-butyl isocyanate. The product was purified by medium pressure chromatography using silica gel and eluting with 90:10:1 EtOAc:MeOH:TEA to afford the title compound; mp >300° C.; CIMS (1% ammonia in methane): m/z (relative intensity) 338 (MH+ +1, 8), 339 (MH+ +2, 1), 84 (100).

Workup

  1. customThe product was purified by medium pressure chromatography
  2. washeluting with 90:10:1 EtOAc

Sources & evidence

ORD record
ord-b86284fee42a4bc28ee463823aab0ab2
Source dataset
uspto-grants-1999_09
Patent number
US05952342

Reaction notes

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