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Cyclobutanol → 6-Cyclobutoxy-5-methylnicotinic acid

HRID 715459
Notes
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Reaction equation

HRID 715459 reaction equation
F[C:2]1[C:10]([CH3:11])=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=1.[CH:12]1([OH:16])[CH2:15][CH2:14][CH2:13]1>>[CH:12]1([O:16][C:2]2[C:10]([CH3:11])=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=2)[CH2:15][CH2:14][CH2:13]1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 76218CyclobutanolHCID 164142236-Fluoro-5-methylpyridine-3-carboxylic acid

Product 1

HCID 898743046-Cyclobutoxy-5-methylnicotinic acidYield 88%

Procedure

The title compound is prepared in 88% yield (1.18 g, white solid) from 6-fluoro-5-methylnicotinic acid (1.00 g, 6.45 mmol) and cyclobutanol (837 mg, 11.6 mmol) in a similar manner to Step-1 of Amine-1.

Sources & evidence

ORD record
ord-a800879334514e89957156ffc0540ca4
Source dataset
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09187475B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes