Hydrochloric Acid → HCID 70482234, compound

HRID 280526Notes

Reaction equation

HRID 280526 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][CH:20]=[C:21]([F:22])[C:11]=3[S:10]2)=[CH:5][CH:4]=1.Cl.[CH3:24][N:25]([CH3:29])[CH2:26][CH2:27][Cl:28].C(=O)([O-])[O-].[K+].[K+].Cl>CC(C)=O>[ClH:28].[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][CH:20]=[C:21]([F:22])[C:11]=3[S:10]2)=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 11636816N,N-Dimethylaminoethyl chloride hydrochlorideHCID 70483390HCID 70483390, compound

Product 1

HCID 70482234HCID 70482234, compoundYield 106%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 1.2 g of (±)-cis-2-(4-methoxyphenyl)-3-hydroxy-9-fluoro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, 0.65 g of 2-(dimethylamino)ethyl chloride hydrochloride, 1.3 g of potassium carbonate and 50 ml of acetone is treated in the same manner as described in Example 56. The crude product thus obtained is converted to its hydrochloride and recrystallized from isopropanol. 1.7 g of (±)-cis-2-(4-methoxyphenyl)-3-hydroxy-5-[2-(dimethylamino)ethyl-]-9-fluoro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one hydrochloride are obtained.

Workup

  1. additionis treated in the same manner
  2. customThe crude product thus obtained
  3. customrecrystallized from isopropanol

Sources & evidence

ORD record
ord-c0baab8f592a413595b3c2446d2287af
Source dataset
uspto-grants-1986_05
Patent number
US04590188

Reaction notes

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