Diisopropylethylamine → HCID 178458615, compound

HRID 1092237Notes

Reaction equation

[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1.CCN(C(C)C)C(C)C.[CH:21]([O:24][C:25]1[NH:29][N:28]=[C:27]([NH2:30])[CH:26]=1)([CH3:23])[CH3:22]>C1COCC1>[Cl:1][C:2]1[N:7]=[C:6]([NH:30][C:27]2[CH:26]=[C:25]([O:24][CH:21]([CH3:23])[CH3:22])[NH:29][N:28]=2)[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1

Participants

Conditions

Temperature: 0 °C

Procedure

To a solution of 2,4-dichloro-5-nitropyrimidine (0.41 g, 2.1 mmol) and DIEA (0.31 ml, 1.8 mmol) in THF (10 ml) was added 5-isopropoxy-1H-pyrazol-3-amine (0.20 g, 1.4 mmol) at 0° C. The reaction mixture was stirred at 0° C. for 1 hour. The solvent was removed under reduced pressure and the resulted residue was purified by column chromatography (DCM:EtOAc=2.5:1) to give the title compound as a yellow solid (0.19 g, 45%). MS: Calcd.: 298; Found: [M+H]+ 299.

Workup

customThe solvent was removed under reduced pressure
customthe resulted residue was purified by column chromatography (DCM:EtOAc=2.5:1)

Sources & evidence

ORD record: ord-05e7b7b183e04c4ab889dd2cef3966a8
Source dataset: uspto-grants-2012_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08129403B2

Reaction notes

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