Hydrochloric Acid → HCID 10220156, compound

HRID 1079326Notes

Reaction equation

HRID 1079326 reaction equation
[F:1][C:2]1[C:7]2[CH2:8][NH:9][CH2:10][CH2:11][S:12][C:6]=2[CH:5]=[CH:4][CH:3]=1.Cl.[C:14](OC(=O)C)(=[O:16])[CH3:15]>>[C:14]([N:9]1[CH2:8][C:7]2[C:2]([F:1])=[CH:3][CH:4]=[CH:5][C:6]=2[S:12][CH2:11][CH2:10]1)(=[O:16])[CH3:15]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 10130247HCID 10130247, compound

Product 1

HCID 10220156HCID 10220156, compound

Procedure

A solution of 6-fluoro-2,3,4,5-tetrahydro-1,4-benzothiazepine (2.04 g, prepared in a similar manner to its hydrochloride, Example 3 above) in acetic anhydride (22 ml) was stirred at room temperature for one hour. The reaction mixture was poured into ice and extracted with dichloromethane. The organic layer was dried and the solvent removed by evaporation. Purification of the residue by flash chromatography using dichloromethane/ethanol (97:3) as eluent gave 4-acetyl-6-fluoro-2,3,4,5-tetrahydro-1,4-benzothiazepine as an oil. Yield 1.7 g.

Workup

  1. additionThe reaction mixture was poured into ice
  2. extractionextracted with dichloromethane
  3. customThe organic layer was dried
  4. customthe solvent removed by evaporation
  5. customPurification of the residue by flash chromatography

Sources & evidence

ORD record
ord-a94d8ce49a8a4f2391d4de323cddc9c4
Source dataset
uspto-grants-1996_12
Patent number
US05580866

Reaction notes

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