Potassium Carbonate → HCID 57158223, compound

HRID 359765Notes

Reaction equation

HRID 359765 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C@H:10]2[C@@H:16]([OH:17])[C:15](=[O:18])[NH:14][C:13]3[CH:19]=[CH:20][C:21]([O:23][C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)=[CH:22][C:12]=3[S:11]2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].Cl.[CH3:31][N:32]([CH2:34][CH2:35]Cl)[CH3:33].C(=O)([O-])[O-].[K+].[K+].C1OCCOCCOCCOCCOCCOC1>CN(C)C1C=CN=CC=1.CC(C)=O>[CH3:31][N:32]([CH3:33])[CH2:34][CH2:35][N:14]1[C:13]2[CH:19]=[CH:20][C:21]([O:23][C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)=[CH:22][C:12]=2[S:11][C@@H:10]([C:4]2[CH:5]=[CH:6][C:7]([O:8][CH3:9])=[C:2]([F:1])[CH:3]=2)[C@@H:16]([OH:17])[C:15]1=[O:18]

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 2855718-Crown-6HCID 11636816N,N-Dimethylaminoethyl chloride hydrochlorideHCID 57034745HCID 57034745, compound

Product 1

HCID 57158223HCID 57158223, compoundYield 49%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 180AcetoneSolvent

Procedure

400 mg of (±)-cis-2-(3-fluoro-4-methoxyphenyl)-2,3- dihydro-3-hydroxy-8-phenoxy-1,5-benzothiazepin-4(5H)-one [prepared as described in step (c) above] were alkylated with 210 mg of dimethylaminoethyl hydrochloride hydrochloride, 202 mg of potassium carbonate and small amounts of 4-dimethylaminopyridine and 18-crown-6 in 30 ml of acetone in the same manner as described in Example 1(d). The product was then extracted and purified as described in Example 1(d), to give 230 mg of the title compound as a gum.

Workup

  1. extractionThe product was then extracted
  2. custompurified

Sources & evidence

ORD record
ord-9bebd022652443d9a3cb7c99dcd7edba
Source dataset
uspto-grants-1991_03
Patent number
US05002942

Reaction notes

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