Hydrochloric Acid → HCID 44183535, compound

HRID 1919321Notes

Reaction equation

HRID 1919321 reaction equation
[C:1]([O:4][C@@H:5]([C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=1)[C@@H:6]([NH:14]C(OC(C)(C)C)=O)[C:7](=[O:13])[N:8]1[CH2:12][CH2:11][CH2:10][CH2:9]1)(=[O:3])[CH3:2].[ClH:29]>CCOCC>[ClH:29].[C:1]([O:4][C@@H:5]([C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=1)[C@@H:6]([NH2:14])[C:7](=[O:13])[N:8]1[CH2:9][CH2:10][CH2:11][CH2:12]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57955445HCID 57955445, compound

Product 1

HCID 44183535HCID 44183535, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of (1S,2R)-2-(tert-butoxycarbonylamino)-1-(4-fluorophenyl)-3-oxo-3-(pyrrolidin-1-yl)propyl acetate, CCH 23140-2 (104 mg, 264 μmol), in Et2O (20 mL) in a 100 mL round-bottomed flask equipped with a magnetic stirbar was stirred for 1 h at RT in presence of a stream of HCl. The reaction mixture was concentrated and dried for 3 days under vacuum to obtain (1S,2R)-2-amino-1-(4-fluorophenyl)-3-oxo-3-(pyrrolidin-1-yl)propyl acetate hydrochloride, Compound 17, as a white solid (86 mg, 98% yield).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customdried for 3 days under vacuum

Sources & evidence

ORD record
ord-665ae934e570498d8a6345d2b8c58ac7
Source dataset
uspto-grants-2012_05
Patent number
US08168631B2

Reaction notes

Loading…