N,N-Dimethylaminoethyl chloride hydrochloride → HCID 57247912, compound

HRID 359773Notes

Reaction equation

HRID 359773 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][C:27]([F:30])=[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.[CH3:32][N:33]([CH3:37])[CH2:34][CH2:35]Cl>C(C(C)=O)C>[CH3:32][N:33]([CH3:37])[CH2:34][CH2:35][N:14]1[C:13]2[CH:19]=[CH:20][C:21]([O:23][C:24]3[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=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

4

Reactant 2

HCID 11636816N,N-Dimethylaminoethyl chloride hydrochlorideHCID 56999362HCID 56999362, compound

Product 1

HCID 57247912HCID 57247912, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

Following a procedure similar to that described in Example 11(d), 865 mg of (2S, 3S)-2-(3-fluoro-4-methoxy- phenyl)-8-(4-fluorophenoxy)-2,3-dihydro-3-hydroxy-1,5-benzothiazepin-4(5H)-one [prepared as described in step (c) above] were alkylated with 2-dimethylaminoethyl chloride hydrochloride in 50 ml of methyl ethyl ketone to afford about 900 mg of the title compound as a syrup. The compound was used in the following reaction without further purification.

Sources & evidence

ORD record
ord-3912a7cf5c264ffe91d2a405b02d2349
Source dataset
uspto-grants-1991_03
Patent number
US05002942

Reaction notes

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