Isopropanol → HCID 18361878, compound
Reaction equation
Br[C:2]1[N:7]=[C:6]([CH2:8][O:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][O:11]2)[CH:5]=[CH:4][CH:3]=1.[CH:16]([OH:19])([CH3:18])[CH3:17]>>[CH:16]([O:19][C:2]1[N:7]=[C:6]([CH2:8][O:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][O:11]2)[CH:5]=[CH:4][CH:3]=1)([CH3:18])[CH3:17]Participants
3
Procedure
The title-compound was prepared from 6-bromo-2-[(tetrahydropyran-2-yl)oxymethyl]pyridine prepared following the procedure given for Example 11 part a and isopropyl alcohol following the procedure given for Example 11 part b, 1H NMR (250 MHz, CDCl3), δ 1.32 (6H, d, J=6.2 Hz, 2 of CH3), 1.6-1.9 (6H, Me, 3 of CH2), 3.56 (1H, m, CH2O), 3.91 (1H, m, CH2O), 4.53 (1H, d, J=13.7 Hz, CH2O), 4.76 (1H, d, J=13.6 Hz, CH2O), 4.79 (1H, m, CHO), 5.29 (1H, septet, J=6.2 Hz, CH), 6.55 (1H, d, J=8.2 Hz, Ar—H), 6.96 (1H, d, J=7.3 Hz, Ar—H), 7.53 (1H, dd, J=8.2 and 7.3 Hz, Ar—H); MS (ES30) m/e 252 [MH]+.
Workup
- customprepared
Sources & evidence
- ORD record
- ord-e83f131d18314f2dbd6bc394c392f507
- Source dataset
- uspto-grants-2001_03
- Patent number
- US06200975B1
Reaction notes
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