Lithium Hydroxide → HCID 25116292, compound

HRID 1099429Notes

Reaction equation

HRID 1099429 reaction equation
Cl[C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8]CC)=[O:7])=[CH:4][N:3]=1.[F:13][CH2:14][CH:15]([OH:18])[CH2:16][F:17].[OH-].[Li+]>>[F:13][CH2:14][CH:15]([CH2:16][F:17])[O:18][C:2]1[CH:12]=[CH:11][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=1

Participants

4

Reactant 3

HCID 3939Lithium HydroxideHCID 679851,3-Difluoro-2-propanolHCID 2799611Ethyl 6-chloronicotinate

Product 1

HCID 25116292HCID 25116292, compoundYield 47%

Procedure

The title compound was synthesized as described for Intermediate example I-81 in 47% yield starting from ethyl 6-chloronicotinate and 1,3-difluoro-2-propanol. The reduction was performed using 3 equiv of lithium hydroxide, the reaction mixture was stirred at ambient temperature over night; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.71 (d, 1 H), 8.19 (dd, 1 H), 6.99 (d, 1 H), 5.62-5.80 (m, 1 H), 4.77-4.87 (m, 2 H), 4.65-4.75 (m, 2 H); MS (ESI) m/z 216[M−H+].

Sources & evidence

ORD record
ord-7fe1de2b84b94c0ba38c96accd7171ed
Source dataset
uspto-grants-2012_03
Patent number
US08143408B2

Reaction notes

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