3-Pyridinemethanol → 6-(3-Pyridinylmethoxy)-3-pyridinecarboxylic acid

HRID 1099447Notes

Reaction equation

HRID 1099447 reaction equation
Cl[C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8]CC)=[O:7])=[CH:4][N:3]=1.[N:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][OH:20])[CH:14]=1>>[N:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][O:20][C:2]2[CH:12]=[CH:11][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=2)[CH:14]=1

Participants

3

Reactant 2

HCID 75103-PyridinemethanolHCID 2799611Ethyl 6-chloronicotinate

Product 1

HCID 593549096-(3-Pyridinylmethoxy)-3-pyridinecarboxylic acidYield 66%

Procedure

The title compound was synthesized as described for Intermediate example I-92 in 66% yield starting from ethyl 6-chloronicotinate and pyridine-3-methanol; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.67-8.76 (m, 2 H), 8.54 (d, 1 H), 8.17 (dd, 1 H), 7.89 (d, 1 H), 7.42 (dd, 1 H), 6.98 (d, 1 H), 5.47 (s, 2 H); (APPI/APCI) m/z 231[M+H+].

Sources & evidence

ORD record
ord-1415e6f7f4b8426c9208873641facd5f
Source dataset
uspto-grants-2012_03
Patent number
US08143408B2

Reaction notes

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