Methyl Thioglycolate → HCID 68581161, compound

HRID 2234026Notes

Reaction equation

HRID 2234026 reaction equation
[C:1]([N:3]=[C:4]([N:7]1[CH2:12][CH2:11][CH:10]([NH:13][C:14]([C:16]2[NH:17][C:18]([CH3:23])=[C:19]([Cl:22])[C:20]=2[Cl:21])=[O:15])[CH2:9][CH2:8]1)[S:5][CH3:6])#[N:2].SC[C:26]([O:28][CH3:29])=[O:27]>CO>[NH2:2][C:1]1[N:3]=[C:4]([N:7]2[CH2:12][CH2:11][CH:10]([NH:13][C:14]([C:16]3[NH:17][C:18]([CH3:23])=[C:19]([Cl:22])[C:20]=3[Cl:21])=[O:15])[CH2:9][CH2:8]2)[S:5][C:6]=1[C:26]([O:28][CH3:29])=[O:27]

Participants

4

Reactant 2

HCID 16907Methyl ThioglycolateHCID 86608259HCID 86608259, compound2×

Product 1

HCID 68581161HCID 68581161, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of methyl N-cyano-4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidine-1-carbimidothioate (Intermediate 91, 1.78 g, 4.8 mmol) and methyl mercaptoacetate (0.43 ml, 4.8 mmol) with TEA (1.2 ml, 8.6 mmol) in MeOH was stirred at room temperature overnight. Reaction mixture was concentrated to 50% volume, the precipitate was filtered off and the solid was washed with MeOH and dried.

Workup

  1. customReaction mixture
  2. concentrationwas concentrated to 50% volume
  3. filtrationthe precipitate was filtered off
  4. washthe solid was washed with MeOH
  5. customdried

Sources & evidence

ORD record
ord-07b507e89d8f49aeab1b097af42b2eac
Source dataset
uspto-grants-2010_05
Patent number
US07709503B2

Reaction notes

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