Isopropanol → HCID 53259299, compound
Reaction equation
Cl[C:2]1[CH:7]=[C:6](Cl)[N:5]=[CH:4][N:3]=1.[CH:9]1([NH2:15])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.[CH3:16][CH2:17][N:18](C(C)C)C(C)C.CC([OH:28])C>>[CH:9]1([NH:15][C:6]2[N:5]=[CH:4][N:3]=[C:2]([NH:18][CH2:17][CH2:16][OH:28])[CH:7]=2)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1Participants
Procedure
250 mg of 4,6-dichloropyrimidine, 117 mg of cyclohexylamine and 261 mg of DIPEA were dissolved in 1 mL of i-PrOH and the mixture obtained was charged into a screw cap vial and the vial obtained was kept in a heating block at 90° C. for 6 hours. The reaction was monitored by TLC and was completed after 6 hours. The mixture obtained was cooled to r.t., solvent was evaporated and the evaporation residue was redissoved in 1 mL of n-BuOH and taken in a microwave vial. To the mixture in the vial 113 mg of ethanolamine and 206 mg of DIPEA were added and the mixture obtained was heated in a reaction block at 180° C. for 1 hour. The reaction was finished and pure product was purified by column chromatography using EtOAc:MeOH 10:1. Pure 2-(6-(Cyclohexylamino)pyrimidin-4-ylamino)ethan-1-ol in the form of a colorless solid was obtained.
Workup
- customthe mixture obtained
- additionwas charged into a screw
- customcap vial
- customthe vial obtained
- waitwas completed after 6 hours
- customThe mixture obtained
- customsolvent was evaporated
- additionTo the mixture in the vial 113 mg of ethanolamine and 206 mg of DIPEA were added
- customthe mixture obtained
- temperaturewas heated in a reaction block at 180° C. for 1 hour
- custompure product was purified by column chromatography
Sources & evidence
- ORD record
- ord-43e4bc8d6f144427af1bb6c9633c82b8
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08986994B2
Reaction notes
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