Potassium Carbonate → HCID 11004065, compound

HRID 1285344Notes

Reaction equation

HRID 1285344 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@H:9]2[C@@H:15]([OH:16])[C:14](=[O:17])[NH:13][C:12]3[CH:18]=[CH:19][C:20]([Cl:22])=[CH:21][C:11]=3[S:10]2)=[CH:5][CH:4]=1.Cl.[CH3:24][N:25]([CH3:29])[CH2:26][CH2:27]Cl.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@H:9]2[C@@H:15]([OH:16])[C:14](=[O:17])[N:13]([CH2:27][CH2:26][N:25]([CH3:29])[CH3:24])[C:12]3[CH:18]=[CH:19][C:20]([Cl:22])=[CH:21][C:11]=3[S:10]2)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11636816N,N-Dimethylaminoethyl chloride hydrochlorideHCID 15593400HCID 15593400, compound

Product 1

HCID 11004065HCID 11004065, compoundYield 89.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 6.4 g of (-)-cis-2-(4-methoxyphenyl)-3-hydroxy-8-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, 3.0 g of 2-(dimethylamino)ethyl chloride hydrochloride, 5.8 g of potassium carbonate and 150 ml of acetone is treated in the same manner as described in Example 1. The crude product thus obtained as recrystallized from a mixture of ethyl acetate and n-hexane. 6.93 g of (-)-cis-2-(4-methoxyphenyl)-3-hydroxy-5-[2-(dimethylamino)ethyl]-8-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one are thereby obtained as colorless needles.

Workup

  1. additionis treated in the same manner
  2. customThe crude product thus obtained
  3. customas recrystallized from a mixture of ethyl acetate and n-hexane

Sources & evidence

ORD record
ord-0cc3b06f96f44a399f647c53c7e5bf63
Source dataset
uspto-grants-1986_01
Patent number
US04567175

Reaction notes

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