L-Methionine → HCID 22485732, compound

HRID 2181283Notes

Reaction equation

HRID 2181283 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][C:7]2(O)[CH:13]([CH2:14][N:15]([CH3:17])[CH3:16])[CH2:12][CH2:11][S:10][C:9]3[CH:18]=[CH:19][CH:20]=[CH:21][C:8]2=3)=[CH:4][CH:3]=1.CS(O)(=O)=O.N[C@H](C(O)=O)CCSC>>[ClH:1].[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][C:7]2[C:8]3[CH:21]=[CH:20][CH:19]=[CH:18][C:9]=3[S:10][CH2:11][CH2:12][C:13]=2[CH2:14][N:15]([CH3:17])[CH3:16])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 6137L-MethionineHCID 6395Methanesulfonic AcidHCID 22485724HCID 22485724, compound

Product 1

HCID 22485732HCID 22485732, compound

Procedure

3.00 g (4RS,5RS)-5-(4-chlorobenzyl)-4-dimethylaminomethyl-2,3,4,5-tetrahydro-benzo[b]thiepin-5-ol (prepared as described in example 1 , stage 1 from (4RS)-4-dimethylaminomethyl-3,4-dihydro-2H-benzo[b]thiepin-5-one and 4-chlorobenzylmagnesium chloride), 17 ml methanesulfonic acid and 1.90 g methionine were stirred at 50° C. for 7 days. After working up, purification and conversion into the hydrochloride, as described in example 6, 1.87 g (59.4% of th.) of the title compound were obtained.

Workup

  1. custompurification and conversion into the hydrochloride
  2. customwere obtained

Sources & evidence

ORD record
ord-66a983b024944f0b931555ce894eaf1c
Source dataset
uspto-grants-2005_05
Patent number
US06890952B2

Reaction notes

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