Sbb038754 → 3-Hydroxy-3-((5-methoxypyridin-2-yl)methyl)-5-methyl-1-propylindolin-2-one
Reaction equation
Br[C:2]1[C:3]([CH2:8][C:9]2([OH:25])[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([CH3:18])[CH:16]=3)[N:11]([CH2:19][CH2:20][CH:21](C)C)[C:10]2=[O:24])=[N:4][CH:5]=[CH:6][CH:7]=1.CC1C=C2C(=CC=1)N(CCC)[C:31](=[O:39])C2=O.COC1C=CC(C)=NC=1>>[OH:25][C:9]1([CH2:8][C:3]2[CH:2]=[CH:7][C:6]([O:39][CH3:31])=[CH:5][N:4]=2)[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([CH3:18])[CH:16]=2)[N:11]([CH2:19][CH2:20][CH3:21])[C:10]1=[O:24]Participants
4
Procedure
This compound was prepared in an analogous manner to 3-((3-bromopyridin-2-yl)methyl)-3-hydroxy-1-isopentyl-5-methylindolin-2-one using 5-methyl-1-propylindoline-2,3-dione and 5-methoxy-2-methylpyridine. 1H-NMR δ 8.3 (s, 1H), 7.20 (d, 1H), 7.08 (d, 1H), 6.98 (d, 1H), 6.73 (m, 2H), 4.2 (bs, OH), 3.92 (s, 3H), 3.61 (m, 2H), 3.23 (d, 1H), 3.12 (d, 1H), 2.62 (s, 3H), 1.70 (m, 2H), 0.97 (t, 3H). Calculated mass for C19H22N2O3, 326.16. Observed, 327.1 (M+1).
Sources & evidence
- ORD record
- ord-4e8b147777ba42129b8d23eb0ded6edb
- Source dataset
- uspto-grants-2015_07
- Patent number
- US09079853B2
Reaction notes
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