Hydrochloric Acid → Hydrochloric Acid

HRID 1167480Notes

Reaction equation

HRID 1167480 reaction equation
C(OC([NH:8][C@H:9]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([N:20]3[CH2:24][C@H:23]([CH2:25][O:26][C:27]4[CH:31]=[CH:30][O:29][N:28]=4)[O:22][C:21]3=[O:32])=[CH:16][C:15]=2[F:33])[CH2:10]1)=O)(C)(C)C.[ClH:34]>ClCCl.C(O)C>[NH2:8][C@H:9]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([N:20]3[CH2:24][C@H:23]([CH2:25][O:26][C:27]4[CH:31]=[CH:30][O:29][N:28]=4)[O:22][C:21]3=[O:32])=[CH:16][C:15]=2[F:33])[CH2:10]1.[ClH:34]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 57277763HCID 57277763, compound

Product 2

HCID 313Hydrochloric AcidHCID 57195364HCID 57195364, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

3-(4-((3S)-3-t-Butoxycarbonylamino-1-pyrrolidinyl)-3-fluorophenyl)-5(R)-(isoxazol-3-yloxymethyl)oxazolidin-2-one (2.1 g, 4.54 mmol) was suspended by stirring in dichloromethane (10 ml) under nitrogen and treated with a solution of hydrogen chloride in ethanol (4M, 50 ml) at ambient temperature. The mixture was stirred 1 hour, evaporated to a small volume, and treated with a mixture of dichloromethane (30 ml) and diethyl ether (30 ml). The precipitate was filtered and washed with diethyl ether to give the title compound as its hydrochloride (2.0 g).

Workup

  1. customevaporated to a small volume
  2. additiontreated with a mixture of dichloromethane (30 ml) and diethyl ether (30 ml)
  3. filtrationThe precipitate was filtered
  4. washwashed with diethyl ether

Sources & evidence

ORD record
ord-bdb24cdc031a4cb399c5e7573902d562
Source dataset
uspto-grants-2003_09
Patent number
US06617339B1

Reaction notes

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