Hydrochloric Acid → HCID 67229143, compound

HRID 1515878Notes

Reaction equation

HRID 1515878 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:9]=[C:10]2[CH:16]=[C:15]([CH:17]([C:25]3[CH:30]=[CH:29][C:28]([S:31]([CH3:34])(=[O:33])=[O:32])=[CH:27][CH:26]=3)[CH2:18][CH:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)[NH:14][C:11]2=[N:12][CH:13]=1)(C)(C)C.[ClH:36]>ClCCl>[ClH:36].[CH3:34][S:31]([C:28]1[CH:27]=[CH:26][C:25]([CH:17]([C:15]2[NH:14][C:11]3=[N:12][CH:13]=[C:8]([NH2:7])[CH:9]=[C:10]3[CH:16]=2)[CH2:18][CH:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)=[CH:30][CH:29]=1)(=[O:32])=[O:33]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67228593HCID 67228593, compound

Product 1

HCID 67229143HCID 67229143, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of {2-[1-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-carbamic acid tert-butyl ester (520 mg, 1.05 mmol) in dichloromethane (10 mL) was treated with dry hydrogen chloride gas for 30 min. The resulting mixture was stirred for 3 h at room temperature. The solvent was removed to afford 2-[1-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-ylamine hydrochloride salt (454 mg, 100%): LC/MS m/e calcd for C21H25N3O3S [M+H]+ 400.52, observed 400.0.

Workup

  1. customThe solvent was removed

Sources & evidence

ORD record
ord-f08b5321aa98427487e502049363b8c1
Source dataset
uspto-grants-2012_07
Patent number
US08222416B2

Reaction notes

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