HCID 131714643, compound → HCID 70494567, compound

HRID 1381153Notes

Reaction equation

HRID 1381153 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([C@H:10]2[C@@H:16]([O:17]C(=O)C)[C:15](=[O:21])[N:14]([CH2:22][CH2:23][NH:24][CH3:25])[C:13]3[CH:26]=[CH:27][CH:28]=[C:29]([Cl:30])[C:12]=3[S:11]2)=[CH:6][CH:5]=1>Cl.C(O)C>[ClH:30].[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([C@H:10]2[C@@H:16]([OH:17])[C:15](=[O:21])[N:14]([CH2:22][CH2:23][NH:24][CH3:25])[C:13]3[CH:26]=[CH:27][CH:28]=[C:29]([Cl:30])[C:12]=3[S:11]2)=[CH:6][CH:5]=1

Participants

3

Reactant 1

HCID 131714643HCID 131714643, compound

Product 1

HCID 70494567HCID 70494567, compoundYield 185.8%

Reagents, catalysts & solvents 1

HCID 21887872Ethanol hydrochlorideSolvent

Procedure

735 mg of (-)-cis-2-(4-methoxyphenyl)-3-acetoxy-5-[2-(N-methylamino)ethyl]-9-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one.hydrochloride are dissolved in 15 ml of 25% HCl-ethanol, and the solution is stirred at room temperature for 3 hours. The mixture is evaporated under reduced pressure to remove solvent. The residue is washed with ether and recrystallized from methanol. 622 mg of (+)-cis-2-(4-methoxyphenyl)-3-hydroxy-5-[2-(N-methylamino)ethyl]-9-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one.hydrochloride are obtained.

Workup

  1. customThe mixture is evaporated under reduced pressure
  2. customto remove solvent
  3. washThe residue is washed with ether
  4. customrecrystallized from methanol

Sources & evidence

ORD record
ord-888293fd652446bcbb676d4f7483262f
Source dataset
uspto-grants-1986_04
Patent number
US04585768

Reaction notes

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