Nortropan-3-one → HCID 131735242, compound
Reaction equation
[CH2:1]1[C@H:8]2[NH:9][C@H:3]([CH2:4][C:5]([CH2:7]2)=[O:6])[CH2:2]1.Cl[C:11]1[N:16]=[CH:15][C:14]([B:17]([OH:19])[OH:18])=[CH:13][N:12]=1>>[O:6]=[C:5]1[CH2:4][CH:3]2[N:9]([C:11]3[N:16]=[CH:15][C:14]([B:17]([OH:19])[OH:18])=[CH:13][N:12]=3)[CH:8]([CH2:1][CH2:2]2)[CH2:7]1Participants
3
Procedure
Prepared from nortropan-3-one (2.00 g, 16.0 mmol) and (2-chloropyrimidin-5-yl)-boronic acid (2.53 g, 16.0 mmol) in accordance with General Method C to give the title compound (1.90 g, 48%) as a pale orange oil. δH (DMSO-d6) 8.93 (s, 2H), 8.70 (s, 2H), 4.95-4.90 (m, 2H), 3.68-3.60 (m, 2H), 2.65-2.59 (m, 2H), 2.35-2.26 (m, 2H), 2.12-2.07 (m, 2H), 1.75-1.68 (m, 2H). LCMS (pH 3): MH+ (248.8), RT 0.87 minutes.
Sources & evidence
- ORD record
- ord-7d0909d90d7a4e9686c79d0b3c225309
- Source dataset
- uspto-grants-2016_04