Tetrahydrofurfuryl alcohol → HCID 18069604, compound

HRID 1099450Notes

Reaction equation

HRID 1099450 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[CH2:17][CH2:16][CH2:15][CH:14]1[CH2:18][OH:19]>>[O:13]1[CH2:17][CH2:16][CH2:15][CH:14]1[CH2:18][O:19][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 7360Tetrahydrofurfuryl alcoholHCID 2799611Ethyl 6-chloronicotinate

Product 1

HCID 18069604HCID 18069604, compoundYield 24%

Procedure

The title compound was synthesized as described for Intermediate example I-92 in 24% yield starting from ethyl 6-chloronicotinate and tetrahydrofuran-2-ylmethanol; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.70 (d, 1 H), 8.14 (dd, 1 H), 6.90 (d, 1 H), 4.23-4.35 (m, 2 H), 4.10-4.21 (m, 1 H), 3.72-3.82 (m, 1 H), 3.61-3.71 (m, 1 H), 1.92-2.03 (m, 1 H), 1.74-1.93 (m, 2 H), 1.58-1.70 (m, 1 H); MS (ESI) m/z 224[M+H+], m/z 222[M−H+];

Sources & evidence

ORD record
ord-64b9f86c836b494e99b7860c75c71287
Source dataset
uspto-grants-2012_03
Patent number
US08143408B2

Reaction notes

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