Tetrahydropyran-2-methanol → HCID 20115639, compound

HRID 1099449Notes

Reaction equation

HRID 1099449 reaction equation
Cl[C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8]CC)=[O:7])=[CH:4][N:3]=1.[O:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]1[CH2:19][OH:20]>>[O:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]1[CH2:19][O:20][C:2]1[CH:12]=[CH:11][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 7524Tetrahydropyran-2-methanolHCID 2799611Ethyl 6-chloronicotinate

Product 1

HCID 20115639HCID 20115639, compoundYield 34%

Procedure

The title compound was synthesized as described for Intermediate example I-92 in 34% yield starting from ethyl 6-chloronicotinate and tetrahydro-2H-pyran-2-ylmethanol, the final reaction mixture was stirred for 1.5 h; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.69 (d, 1 H), 8.13 (dd, 1 H), 6.91 (d, 1 H), 4.26 (d, 2 H), 3.87 (d, 1 H), 3.58-3.68 (m, 1 H), 3.37-3.44 (m, 1 H, obscured by H2O), 1.72-1.86 (m, 1 H), 1.62 (d, 1 H), 1.39-1.55 (m, 3 H), 1.23-1.36 (m, 1 H); MS (ESI) m/z 238[M+H+].

Workup

  1. customthe final reaction mixture

Sources & evidence

ORD record
ord-af209d7c32ab4a3589cdb74f3a4b6894
Source dataset
uspto-grants-2012_03
Patent number
US08143408B2

Reaction notes

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