Phenol → HCID 23160380, compound

HRID 2246273Notes

Reaction equation

HRID 2246273 reaction equation
Cl[C:2]1[C:3]2[N:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[N:13]1[C:21]2[C:16](=[N:17][CH:18]=[CH:19][CH:20]=2)[S:15][C:14]=1[NH2:22].C1(O)C=CC=CC=1>C(OCC)(=O)C>[Cl:12][C:10]1[CH:9]=[CH:8][C:4]2[N:5]=[CH:6][N:7]=[C:2]([NH:22][C:14]3[S:15][C:16]4[C:21]([N:13]=3)=[CH:20][CH:19]=[CH:18][N:17]=4)[C:3]=2[N:11]=1

Participants

5

Reactant 3

HCID 996PhenolHCID 592050[1,3]Thiazolo[5,4-b]pyridin-2-amineHCID 105841654,6-Dichloropyrido[3,2-d]pyrimidine

Product 1

HCID 23160380HCID 23160380, compoundYield 49.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4,6-Dichloro-pyrido[3,2-d]pyrimidine (100 mg; 0.503 mmol) and 76 mg (0.503 mmol) of thiazolo[5,4-b]pyridin-2-yl-amine in 0.3 mol of phenol were heated at 140° C. for 2 hours with stirring. Ethyl acetate was added to the reaction solution and the resulting solid was purified by a thin layer silica gel column chromatography (chloroform:methanol=10:1) to give 78 mg (yield: 45%) of (6-chloro-pyrido[3,2-d]pyrimidin-4-yl)-thiazolo[5,4-b]pyridin-2-yl-amine as a yellow solid.

Workup

  1. customthe resulting solid was purified by a thin layer silica gel column chromatography (chloroform:methanol=10:1)

Sources & evidence

ORD record
ord-67b5b1795a1745b8baa4e6b7a9042177
Source dataset
uspto-grants-2010_03
Patent number
US07687502B2

Reaction notes

Loading…