(Oxan-4-yl)methanol → HCID 28875524, compound

HRID 1099453Notes

Reaction equation

HRID 1099453 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][CH:16]([CH2:19][OH:20])[CH2:15][CH2:14]1>>[O:13]1[CH2:18][CH2:17][CH:16]([CH2:19][O:20][C:2]2[CH:12]=[CH:11][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=2)[CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 2773573(Oxan-4-yl)methanolHCID 2799611Ethyl 6-chloronicotinate

Product 1

HCID 28875524HCID 28875524, compoundYield 60%

Procedure

The title compound was synthesized as described for Intermediate example I-92 in 60% yield starting from ethyl 6-chloronicotinate and tetrahydro-2H-pyran-4-ylmethanol; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.70 (d, 1 H), 8.13 (dd, 1 H), 6.89 (d, 1 H), 4.19 (d, 2 H), 3.86 (dd, 2 H), 3.09-3.50 (m, 2 H, obscured by H2O), 1.95-2.10 (m, 1 H), 1.59-1.70 (m, 2 H), 1.25-1.40 (m, 2 H); MS (ESI) m/z 236[M−H+].

Sources & evidence

ORD record
ord-0c5514326e3b427284b319c6aac93a02
Source dataset
uspto-grants-2012_03
Patent number
US08143408B2

Reaction notes

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