methyl N-(2-chloroacetyl)carbamate → 6-(Methylsulfinyl)imidazo[1,2-a]pyridine-2-carbamic acid, methyl ester

HRID 27413Notes

Reaction equation

HRID 27413 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH3:10])=[O:9])=[CH:4][N:3]=1.[CH3:11][O:12][C:13](=[O:19])[NH:14][C:15](=O)[CH2:16]Cl>CN(P(N(C)C)(N(C)C)=O)C>[CH3:10][S:8]([C:5]1[CH:6]=[CH:7][C:2]2[N:3]([CH:16]=[C:15]([NH:14][C:13]([O:12][CH3:11])=[O:19])[N:1]=2)[CH:4]=1)=[O:9]

Participants

4

Reactant 2

HCID 518783methyl N-(2-chloroacetyl)carbamateHCID 233429145-Methanesulfinylpyridin-2-amine

Product 1

HCID 867371996-(Methylsulfinyl)imidazo[1,2-a]pyridine-2-carbamic acid, methyl ester

Reagents, catalysts & solvents 1

HCID 12679HexamethylphosphoramideSolvent

Procedure

A suspension of 2-amino-5-(methylsulfinyl)pyridine (7.9 mmol) and methyl(chloroacetyl)carbamate (11.6 mmol) in 12 ml of HMPT is treated in a manner similar to that described in Example 1D to yield the product.

Workup

  1. additionis treated in a manner similar to
  2. customto yield the product

Sources & evidence

ORD record
ord-55184223c137452fb4fa41edd0f4cc78
Source dataset
uspto-grants-1980_09
Patent number
US04221796

Reaction notes

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