Ethyl 5-bromo-2-chloroisonicotinate → 5-Chloro-3-hydroxyfuro[2,3-c]pyridine-2-carboxylic acid ethyl ester

HRID 1508217Notes

Reaction equation

HRID 1508217 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[O:14]C2N=NC=CC=2C=1O)=[O:5])[CH3:2].C(O[C:19](=[O:28])[C:20]1[C:25](Br)=[CH:24][N:23]=[C:22]([Cl:27])[CH:21]=1)C>>[CH2:1]([O:3][C:4]([C:6]1[O:14][C:25]2=[CH:24][N:23]=[C:22]([Cl:27])[CH:21]=[C:20]2[C:19]=1[OH:28])=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 46311265Ethyl 5-bromo-2-chloroisonicotinateHCID 71239586HCID 71239586, compound

Product 1

HCID 867219175-Chloro-3-hydroxyfuro[2,3-c]pyridine-2-carboxylic acid ethyl ester

Procedure

This compound was prepared using a method analogous to that of 5-hydroxyfuro[2,3-c]pyridazine-6-carboxylic acid ethyl ester (A.2.3.1), 5-bromo-2-chloroisonicotinic acid ethyl ester replacing 3-chloropyridazine-4-carboxylic acid ethyl ester. Purification by CC (KP-SIL™ from Biotage) using EtOAc/MeOH (9/1) gives the desired product as brown solid;

Workup

  1. customThis compound was prepared
  2. customPurification by CC (KP-SIL™ from Biotage)

Sources & evidence

ORD record
ord-c001c8de55c84574828bfc094f2b1271
Source dataset
uspto-grants-2015_12
Patent number
US09221832B2

Reaction notes

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