tert-Butyl isocyanate → 1-(2-Amino-6-pyridin-4-yl-pyrido[2,3-d]pyrimidin-7-yl)-3-tert-butyl-urea

HRID 3481Notes

Reaction equation

HRID 3481 reaction equation
[NH2:1][C:2]1[N:3]=[CH:4][C:5]2[CH:11]=[C:10]([C:12]3[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=3)[C:9]([NH2:18])=[N:8][C:6]=2[N:7]=1.[C:19]([N:23]=[C:24]=[O:25])([CH3:22])([CH3:21])[CH3:20]>>[NH2:1][C:2]1[N:3]=[CH:4][C:5]2[CH:11]=[C:10]([C:12]3[CH:13]=[CH:14][N:15]=[CH:16][CH:17]=3)[C:9]([NH:18][C:24]([NH:23][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:25])=[N:8][C:6]=2[N:7]=1

Participants

3

Reactant 2

HCID 62412tert-Butyl isocyanateHCID 218500496-Pyridin-4-yl-pyrido[2,3-d]pyrimidine-2,7-diamine

Product 1

HCID 218500201-(2-Amino-6-pyridin-4-yl-pyrido[2,3-d]pyrimidin-7-yl)-3-tert-butyl-urea

Procedure

Following the procedure of Example 2, 0.30 g of 2,7-diamino-6-(4-pyridyl)-pyrido[2,3-d]pyrimidine from Example 109 was reacted with 0.154 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 >350° C.; CIMS (1% ammonia in methane): m/z (relative intensity) 338 (MH+ +1, 6), 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-538f0bbbc6f24db58b5cc24a0e7e9419
Source dataset
uspto-grants-1998_03
Patent number
US05733913

Reaction notes

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