Hydrochloric Acid → HCID 86597771, compound

HRID 1163362Notes

Reaction equation

HRID 1163362 reaction equation
C(OC([N:8]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][NH:26][C:27]([NH2:29])=[S:28])[O:22][C:21]3=[O:30])=[CH:16][C:15]=2[F:31])[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>CO.O>[F:31][C:15]1[CH:16]=[C:17]([N:20]2[CH2:24][C@H:23]([CH2:25][NH:26][C:27]([NH2:29])=[S:28])[O:22][C:21]2=[O:30])[CH:18]=[CH:19][C:14]=1[N:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86597772HCID 86597772, compound

Product 1

HCID 86597771HCID 86597771, compound

Reagents, catalysts & solvents 2

HCID 962WaterCatalystHCID 887MethanolSolvent

Procedure

A solution of 649 mg 4-[2-fluoro-4-{(5S)-2-oxo-5-thioureidomethyl-oxazolidin-3-yl}-phenyl]-piperazine-1-carboxylic acid tert-butyl ester (1.43 mmol) in a mixture of 6 ml of a 1.25 M solution of hydrochloric acid in methanol and 1 drop water was stirred for 4 days. The solvent was evaporated, and the residue was neutralized at pH 7 with a saturated solution of sodium bicarbonate. The water was evaporated and the residue was digested in a 95/5 dichloromethane/methanol mixture and the solid filtered. The filtrate was purified by chromatography using a 95/5 dichloromethane/methanol mixture with 1% acetic acid.

Workup

  1. customThe solvent was evaporated
  2. customThe water was evaporated
  3. filtrationthe solid filtered
  4. customThe filtrate was purified by chromatography

Sources & evidence

ORD record
ord-dc392b4ce49a47c09512db3d9b76ab0a
Source dataset
uspto-grants-2010_10
Patent number
US07820823B2

Reaction notes

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