Ethyl 3-chloro-2-methylisonicotinate → 5-methylfuro[2,3-c]pyridin-3(2H)-one O-methyl oxime

HRID 1508221Notes

Reaction equation

HRID 1508221 reaction equation
[CH2:1](OC(=O)C1C=CN=C(C)C=1Cl)C.[CH3:14][O:15][N:16]=[C:17]1[C:25]2[C:20](=[CH:21][N:22]=[C:23](Cl)[CH:24]=2)[O:19][CH2:18]1>>[CH3:14][O:15][N:16]=[C:17]1[C:25]2[C:20](=[CH:21][N:22]=[C:23]([CH3:1])[CH:24]=2)[O:19][CH2:18]1

Participants

3

Reactant 2

HCID 86721905Ethyl 3-chloro-2-methylisonicotinateHCID 867219195-chlorofuro[2,3-c]pyridin-3(2H)-one O-methyl oxime

Product 1

HCID 867219215-methylfuro[2,3-c]pyridin-3(2H)-one O-methyl oxime

Procedure

This compound was prepared using a method analogous to that of 3-chloro-2-methylisonicotinic acid ethyl ester (A.2.5.2), 5-chlorofuro[2,3-c]pyridin-3(2H)-one O-methyl oxime replacing 2,3-dichloroisonicotinic acid ethyl ester. Purification by prep HPLC, xbridge very polar method acidic gives the desired product as brown solid;

Workup

  1. customThis compound was prepared
  2. customPurification by prep HPLC, xbridge very polar method acidic

Sources & evidence

ORD record
ord-528aea8989024a6084a5b7c510eba355
Source dataset
uspto-grants-2015_12
Patent number
US09221832B2

Reaction notes

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