Potassium Carbonate → HCID 86740631, compound

HRID 1285355Notes

Reaction equation

HRID 1285355 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.[CH2:24]([N:26]([CH2:30][CH3:31])[CH2:27][CH2:28]Cl)[CH3:25].C(=O)([O-])[O-].[K+].[K+].[C:38]([O-:45])(=[O:44])/[CH:39]=[CH:40]/[C:41]([O-:43])=[O:42]>CC(C)=O>[C:38]([OH:45])(=[O:44])/[CH:39]=[CH:40]/[C:41]([OH:43])=[O:42].[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]([CH2:25][CH2:24][N:26]([CH2:30][CH3:31])[CH2:27][CH3:28])[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

6

Reactant 4

HCID 11430Potassium CarbonateHCID 133631-Chloro-2-(diethylamine)ethane hydrochlorideHCID 5460307FumarateHCID 15593400HCID 15593400, compound

Product 1

HCID 86740631HCID 86740631, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 1.01 g of (+)-cis-2-(4-methoxyphenyl)-3-hydroxy-8-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, 0.57 g of 2-(diethylamino)ethyl chloride hydrochloride, 1.24 g of potassium carbonate and 30 ml of acetone is treated in the same manner as described in Example 15. The crude product is converted into its fumarate and then recrystallized from ethanol. 1.22 g of (+)-cis-2-(4-methoxyphenyl)-3-hydroxy-5-[2-(diethylamino)ethyl]-8-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one fumarate are obtained.

Workup

  1. additionis treated in the same manner
  2. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-8a5ba1066eb94ebf891902f41676c1d4
Source dataset
uspto-grants-1986_01
Patent number
US04567175

Reaction notes

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