Methyl Thioglycolate → HCID 89851657, compound

HRID 1771425Notes

Reaction equation

HRID 1771425 reaction equation
[SH:1][CH2:2][C:3]([O:5][CH3:6])=[O:4].CS(O[CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[Br:20])(=O)=O.N1CCCN2CCCCCC=12>C1COCC1>[CH3:6][O:5][C:3](=[O:4])[CH2:2][S:1][CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[Br:20]

Participants

5

Reactant 3

HCID 16907Methyl ThioglycolateHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 15364878HCID 15364878, compound

Product 1

HCID 89851657HCID 89851657, compoundYield 74.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of methyl 2-mercaptoacetate (2.2 g), 2-bromophenethyl methanesulfonate (5.7 g), 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine (3.7 g) and THF (30 ml) was stirred at ambient temperature for 1.5 hrs and separation method A and E yielded the title compound (4.4 g).

Workup

  1. customseparation method A and E

Sources & evidence

ORD record
ord-38b401e66003443585a35054ddcf4e4e
Source dataset
uspto-grants-2016_02
Patent number
US09249127B2

Reaction notes

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