ethyl 2-imino-2-(methylthio)acetate → HCID 178470227, compound

HRID 1875441Notes

Reaction equation

HRID 1875441 reaction equation
[NH2:1][CH:2]([CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[F:12])[C:3]#[N:4].[NH:13]=[C:14](SC)[C:15]([O:17][CH2:18][CH3:19])=[O:16]>O1CCOCC1>[NH2:4][C:3]1[NH:13][C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[N:1][C:2]=1[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[F:12]

Participants

4

Reactant 2

HCID 10464471ethyl 2-imino-2-(methylthio)acetateHCID 68703088HCID 68703088, compound

Product 1

HCID 178470227HCID 178470227, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 0.90 g (5.45 mmol) of 2-amino-3-(2-fluorophenyl)propanenitrile from example 8A and 2.20 g (9.27 mmol) of ethyl imino(methylthio)acetate [D. Catarzi et al., J. Med. Chem. 1995, 38, 2196-2201] in 10 ml of dioxane is stirred at RT for two days. The solution is then concentrated in vacuo, and the residue is purified by preparative HPLC. 770 mg (54% of theory) of the desired product are obtained.

Workup

  1. concentrationThe solution is then concentrated in vacuo
  2. customthe residue is purified by preparative HPLC

Sources & evidence

ORD record
ord-d996da83c5f349438ef3acff20ba81ab
Source dataset
uspto-grants-2012_11
Patent number
US08309551B2

Reaction notes

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