1,2-Epoxy-2-methylpropanol → HCID 178459318, compound

HRID 1819433Notes

Reaction equation

HRID 1819433 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([CH2:8][NH:9][C:10]2[C:15]([N+:16]([O-:18])=[O:17])=[CH:14][N:13]=[C:12]([NH:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[O:27][C:28]([F:31])([F:30])[F:29])[N:11]=2)[CH2:4][CH2:3]1.[O:32]1[C:34]([CH3:36])([CH3:35])[CH:33]1O>C(O)C>[CH3:33][C:34]([OH:32])([CH3:36])[CH2:35][NH:1][C@H:2]1[CH2:3][CH2:4][C@H:5]([CH2:8][NH:9][C:10]2[C:15]([N+:16]([O-:18])=[O:17])=[CH:14][N:13]=[C:12]([NH:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[O:27][C:28]([F:30])([F:31])[F:29])[N:11]=2)[CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 149745161,2-Epoxy-2-methylpropanolHCID 178511544HCID 178511544, compound

Product 1

HCID 178459318HCID 178459318, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

A reaction mixture of N4-[(trans-4-aminocyclohexyl)methyl]-5-nitro-N2-[2-(trifluoromethoxy)benzyl]pyrimidine-2,4-diamine (50 mg, 0.11 mmol) and 1,2-epoxy-2-methylpropanol (500 μL) in ethanol (1 mL) was heated to 100° C. for 1 h in a microwave. The reaction mixture was concentrated and the resulting residue was purified by silica gel preparative TLC using 10:1 CH2Cl2:MeOH as an eluent to afford 28 mg (47%) of the title compound as a white solid, m/z 513.5 [M+1]+

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe resulting residue was purified by silica gel preparative TLC

Sources & evidence

ORD record
ord-147a7565cae6451ba733f8cf4de05ac8
Source dataset
uspto-grants-2009_10
Patent number
US07601714B2

Reaction notes

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