(2S)-2-Methyloxirane → HCID 69835372, compound
Reaction equation
[NH:1]1[C:5]2=[C:6]3[C:11](=[CH:12][CH:13]=[C:4]2[CH:3]=[CH:2]1)[N:10]=[CH:9][CH:8]=[CH:7]3.[CH2:14]1[O:17][C@H:15]1[CH3:16]>>[N:1]1([CH2:14][C@@H:15]([OH:17])[CH3:16])[C:5]2=[C:6]3[C:11](=[CH:12][CH:13]=[C:4]2[CH:3]=[CH:2]1)[N:10]=[CH:9][CH:8]=[CH:7]3Participants
3
Procedure
(S)-1-(1H-Pyrrolo[2,3-f]quinolin-1-yl)-2-propanol was prepared according to the method described in Example 1 using 1H-pyrrolo[2,3-f]quinoline and (S)-propylene oxide to produce 0.36 g (17% yield) of the product as a pale yellow oil: IRνmax (Nujol)/cm−1 3106, 1361, 1117, 826, 805 and 731; NMR δH (400 MHz, CDCl3) 1.36 (3H, d, J 6.0 Hz), 2.75 (1H, br), 4.44 (2H, m), 4.56 (1H, m), 6.63 (1H, d, J 3.0 Hz), 7.19 (1H, d, J 3.0 Hz), 7.30 (1H, dd, J 8.5 and 4.0 Hz), 7.70 (1H, d, J 8.5 Hz), 7.86 (1H, d, J 9.0 Hz), 8.53 (1H, d, J 9.0 Hz) and 8.66 (1H, d, J 4.0 Hz).
Sources & evidence
- ORD record
- ord-75cdb790e3d64ad683de812efc0a3f8b
- Source dataset
- uspto-grants-2002_04
- Patent number
- US06365598B1
Reaction notes
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