2-Chloroethyl chloroformate → 8-[2-(2-Chloroethoxycarbonylamino)-6-methylbenzyloxy]-3-formyl-2-methylimidazo[1,2-a]pyridine

HRID 1955000Notes

Reaction equation

HRID 1955000 reaction equation
[NH2:1][C:2]1[CH:21]=[CH:20][CH:19]=[C:18]([CH3:22])[C:3]=1[CH2:4][O:5][C:6]1[C:7]2[N:8]([C:12]([CH:16]=[O:17])=[C:13]([CH3:15])[N:14]=2)[CH:9]=[CH:10][CH:11]=1.Cl[C:24]([O:26][CH2:27][CH2:28][Cl:29])=[O:25]>ClCCl>[Cl:29][CH2:28][CH2:27][O:26][C:24]([NH:1][C:2]1[CH:21]=[CH:20][CH:19]=[C:18]([CH3:22])[C:3]=1[CH2:4][O:5][C:6]1[C:7]2[N:8]([C:12]([CH:16]=[O:17])=[C:13]([CH3:15])[N:14]=2)[CH:9]=[CH:10][CH:11]=1)=[O:25]

Participants

4

Reactant 2

HCID 123052-Chloroethyl chloroformateHCID 232941678-(2-Amino-6-methylbenzyloxy)-3-formyl-2-methylimidazo[1,2-a]pyridine

Product 1

HCID 232941868-[2-(2-Chloroethoxycarbonylamino)-6-methylbenzyloxy]-3-formyl-2-methylimidazo[1,2-a]pyridine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

According to the procedure indicated in Example 1a, 8-(2-amino-6-methylbenzyloxy)-3-formyl-2-methylimidazo[1,2-a]pyridine (2.36 g) and 2-chloroethyl chloroformate (1.3 g) in dichloromethane (150 ml) give the title compound as a brown oil which is used directly for further reaction in 3b.

Sources & evidence

ORD record
ord-b36515b738204184ae12a56899dde3a4
Source dataset
uspto-grants-2000_09
Patent number
US06124313

Reaction notes

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