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

HRID 27414Notes

Reaction equation

HRID 27414 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH3:11])(=[O:10])=[O:9])=[CH:4][N:3]=1.[CH3:12][O:13][C:14](=[O:20])[NH:15][C:16](=O)[CH2:17]Cl>CN(P(N(C)C)(N(C)C)=O)C>[CH3:11][S:8]([C:5]1[CH:6]=[CH:7][C:2]2[N:3]([CH:17]=[C:16]([NH:15][C:14]([O:13][CH3:12])=[O:20])[N:1]=2)[CH:4]=1)(=[O:10])=[O:9]

Participants

4

Reactant 2

HCID 518783methyl N-(2-chloroacetyl)carbamateHCID 178610085-Methanesulfonylpyridin-2-amine

Product 1

HCID 1317118776-(Methylsulfonyl)imidazo[1,2-a]pyridine-2-carbamic acid, methyl ester

Reagents, catalysts & solvents 1

HCID 12679HexamethylphosphoramideSolvent

Procedure

A suspension of 2-amino-5-(methylsulfonyl)pyridine (58.7 mmol) and methyl(chloroacetyl)carbamate (70 mmol) in 88 ml of HMPT is treated in a manner similar to that described above with respect to 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-db005d4623b34cfda72b285714466d5e
Source dataset
uspto-grants-1980_09
Patent number
US04221796

Reaction notes

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