Dichloromethane → HCID 68683621, compound

HRID 1162939Notes

Reaction equation

HRID 1162939 reaction equation
Cl.C(OCC)(=O)C.C(Cl)[Cl:9].[O:11]=[C:12]1[N:16]([C:17]2[CH:26]=[C:25]3[C:20]([CH:21]=[C:22]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=4[C:34]([F:37])([F:36])[F:35])[NH:23][C:24]3=[O:27])=[CH:19][CH:18]=2)[CH2:15][C@H:14]([CH2:38][O:39][C:40](=[O:51])[CH2:41][N:42](C(OC(C)(C)C)=O)[CH3:43])[O:13]1>CCOCC>[ClH:9].[O:11]=[C:12]1[N:16]([C:17]2[CH:26]=[C:25]3[C:20]([CH:21]=[C:22]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=4[C:34]([F:37])([F:35])[F:36])[NH:23][C:24]3=[O:27])=[CH:19][CH:18]=2)[CH2:15][C@H:14]([CH2:38][O:39][C:40](=[O:51])[CH2:41][NH:42][CH3:43])[O:13]1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 21866389Hydrogen chloride-ethyl acetateHCID 57558114HCID 57558114, compound

Product 1

HCID 68683621HCID 68683621, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A 4 N hydrochloric acid-ethyl acetate solution (5 ml, 20 mmol) was added at 0° C. to a methylene chloride solution (10 ml) that contained the N-tert-butoxycarbonyl-N-methylaminoacetic acid (R)-2-oxo-3-[1-oxo-3-(2-trifluoromethylphenyl)-1,2-dihydroisoquinolin-7-yl]oxazolidin-5-ylmethyl ester (1.15 g, 2.0 mmol) obtained in step A. The obtained mixture was stirred at a room temperature for 5 hours. Thereafter, ether was added to the reaction mixture, so that powders were completely precipitated and collected by filtration. The filtrate was washed with ether and hexane, and was then dried under reduced pressure, so as to obtain methylaminoacetic acid (R)-2-oxo-3-[1-oxo-3-(2-trifluoromethylphenyl)-1,2-dihydroisoquinolin-7-yl]oxazolidin-5-ylmethyl ester hydrochloride (967 mg, 95%) in the form of white powders.

Workup

  1. customwere completely precipitated
  2. filtrationcollected by filtration
  3. washThe filtrate was washed with ether and hexane
  4. customwas then dried under reduced pressure

Sources & evidence

ORD record
ord-5b57b89184614ce982f7335571dd399b
Source dataset
uspto-grants-2010_10
Patent number
US07820693B2

Reaction notes

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