Hydrochloric Acid → HCID 57526798, compound

HRID 1452631Notes

Reaction equation

HRID 1452631 reaction equation
[C:1]([O:5][C:6](=[O:30])[N:7]([C:17]1[N:22]2[N:23]=[CH:24][CH:25]=[C:21]2[N:20]=[C:19](Cl)[C:18]=1[CH2:27][CH2:28][OH:29])[C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH3:16])=[CH:10][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:31][C@H:32]1[CH2:37][CH2:36][CH2:35][N:34]([C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[CH2:33]1.Cl>>[C:1]([O:5][C:6]([N:7]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH3:16])=[CH:10][CH:9]=1)[C:17]1[N:22]2[N:23]=[CH:24][CH:25]=[C:21]2[N:20]=[C:19]([NH:31][C@H:32]2[CH2:37][CH2:36][CH2:35][N:34]([C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[CH2:33]2)[C:18]=1[CH2:27][CH2:28][OH:29])=[O:30])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 1501975tert-butyl (3S)-3-aminopiperidine-1-carboxylateHCID 57526858HCID 57526858, compound

Product 1

HCID 57526798HCID 57526798, compound

Conditions

Temperature
90 °C

Procedure

A mixture of tert-butyl[5-chloro-6-(2-hydroxyethyl)pyrazolo[1,5-a]pyrimidin-7-yl](4-ethoxyphenyl)carbamate (300 mg) and (S)-3-amino-1-tert-butoxycarbonylpiperidine (900 mg) was stirred at 90° C. for 16 hr. To the reaction solution, 1 mol/L hydrochloric acid was added, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with aqueous sodium hydrogen carbonate and then brine and dried over sodium sulfate. After the sodium sulfate was filtered off, the solvent was distilled off to obtain the title compound.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with aqueous sodium hydrogen carbonate
  3. dry with materialbrine and dried over sodium sulfate
  4. filtrationAfter the sodium sulfate was filtered off
  5. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-f9e22300c2954e20b08f2d7cc39d429d
Source dataset
uspto-grants-2009_01
Patent number
US07473694B2

Reaction notes

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