Hydrochloric Acid → HCID 68771648, compound

HRID 2265231Notes

Reaction equation

HRID 2265231 reaction equation
C(OC(=O)[NH:7][C@H:8]([CH3:25])[C@@H:9]([O:17][Si](C(C)(C)C)(C)C)[C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1)(C)(C)C.Cl>CO>[ClH:16].[NH2:7][C@H:8]([CH3:25])[C@H:9]([C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1)[OH:17]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68770390HCID 68770390, compound

Product 1

HCID 68771648HCID 68771648, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of (1R,2S)-[2-(tert-butyl-dimethyl-silyloxy)-2-(4-chloro-phenyl)-1-methyl-ethyl]-carbamic acid tert-butyl ester (354 mg, 0.88 mmol) in MeOH (10 mL) at rt was treated with HCl (4 M in dioxane, 3 mL). After 1 h, the mixture was concentrated to provide the desired amine as the hydrochloride salt (200 mg, quant.). 1H NMR (400 MHz, CD3OD): 7.43-7.37 (m, 4H), 4.91 (d, J=3.4, 1H), 3.50 (dq, J=6.8, 3.5, 1H), 1.07 (d, J=6.8, 3H).

Workup

  1. concentrationthe mixture was concentrated

Sources & evidence

ORD record
ord-0ae8d87a7bdb4448bb163ecb2c3b929c
Source dataset
uspto-grants-2010_12
Patent number
US07855292B2

Reaction notes

Loading…