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

HRID 3458Notes

Reaction equation

HRID 3458 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[C:4]([Cl:9])[C:3]=1[C:10]1[C:20]([NH2:21])=[N:19][C:13]2[N:14]=[C:15]([NH2:18])[N:16]=[CH:17][C:12]=2[CH:11]=1.[C:22]([N:26]=[C:27]=[O:28])([CH3:25])([CH3:24])[CH3:23]>>[NH2:18][C:15]1[N:16]=[CH:17][C:12]2[CH:11]=[C:10]([C:3]3[C:4]([Cl:9])=[CH:5][CH:6]=[C:7]([Cl:8])[C:2]=3[Cl:1])[C:20]([NH:21][C:27]([NH:26][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:28])=[N:19][C:13]=2[N:14]=1

Participants

3

Reactant 2

HCID 62412tert-Butyl isocyanateHCID 218500306-(2,3,6-Trichloro-phenyl)-pyrido[2,3-d]pyrimidine-2,7-diamine

Product 1

HCID 53291131-[2-Amino-6-(2,3,6-trichlorophenyl)pyrido[2,3-d]pyrimidin-7-yl]-3-tert-butylurea

Procedure

The procedure of Example 2 was followed to react 0.30 g of 6-(2,3,6-trichloro-phenyl)-pyrido[2,3-d]pyrimidine-2,7-diamine from Example 85 with tert-butyl isocyanate (0.108 mL). The product is purified by medium pressure chromatography (MPLC) using silica gel and eluting with 1:1 CHCl3 :EtOAc to afford the title compound; mp 329°-330° C., CIMS (1% ammonia in methane): m/z (relative intensity) 439 (MH+ -1, 3), 441 (MH+ +1, 3), 84 (100).

Workup

  1. customThe product is purified by medium pressure chromatography (MPLC)
  2. washeluting with 1:1 CHCl3

Sources & evidence

ORD record
ord-5063b3f8c14448a99f32b694931ab7f1
Source dataset
uspto-grants-1998_03
Patent number
US05733913

Reaction notes

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