Cyclopropanemethanol → 5-Chloro-6-(cyclopropylmethoxy)pyridine-3-carboxylic acid

HRID 715457Notes

Reaction equation

[Cl:1][C:2]1[C:3](Cl)=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].[CH:12]1([CH2:15][OH:16])[CH2:14][CH2:13]1>>[Cl:1][C:2]1[C:3]([O:16][CH2:15][CH:12]2[CH2:14][CH2:13]2)=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8]

Participants

Reactant 2

HCID 75644Cyclopropanemethanol

HCID 2479875,6-Dichloronicotinic acid

Product 1

HCID 284139575-Chloro-6-(cyclopropylmethoxy)pyridine-3-carboxylic acidYield 98%

Procedure

The title compound is prepared in 98% yield (4.65 g, white solid) from 5,6-dichloronicotinic acid (4.00 g, 20.8 mmol) and cyclopropylmethanol (2.25 g, 31.3 mmol) in a similar manner to Step-1 of Amine-1.

Sources & evidence

ORD record: ord-6473b2f19cf541078a9f171579bc7b54
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09187475B2

Reaction notes

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