2-(5-(3-(ethylsulfonyl)phenyl)-3-methyl-9H-pyrido[2,3-b]indol-8-yloxy)ethanol → 3-(3-chloro-5-(3-(ethylsulfonyl)phenyl)-9H-pyrido[2,3-b]indol-8-yloxy)propan-1-ol
Reaction equation
[Cl:1][C:2]1[CH:26]=[N:25][C:5]2[NH:6][C:7]3[C:12]([C:4]=2[CH:3]=1)=[C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([S:19]([CH2:22][CH3:23])(=[O:21])=[O:20])[CH:14]=1)[CH:10]=[CH:9][C:8]=3[OH:24].C(S(C1C=C(C2C=C[C:44]([O:47]CCO)=[C:43]3[C:39]=2C2C=C(C)C=NC=2N3)C=CC=1)(=O)=O)C>>[Cl:1][C:2]1[CH:26]=[N:25][C:5]2[NH:6][C:7]3[C:12]([C:4]=2[CH:3]=1)=[C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([S:19]([CH2:22][CH3:23])(=[O:21])=[O:20])[CH:14]=1)[CH:10]=[CH:9][C:8]=3[O:24][CH2:39][CH2:43][CH2:44][OH:47]Participants
3
Procedure
The title compound was prepared from Compound 218 by using an analogous procedure to that outlined in the preparation of Compound 215. 1H NMR (400 MHz, Methanol-d4) δ 8.45 (s, 1 H) 8.06 (m, 1 H) 8.01 (m, 2 H) 7.87 (t, J=8.0 Hz, 1 H) 7.63 (s, 1 H) 7.23 (d, J=8.32 Hz, 1 H) 7.16 (d, J=8.32 Hz, 1 H) 4.34 (t, J=6.32 Hz, 2 H) 3.72 (t, J=6.32 Hz, 2 H) 3.43 (q, J=7.32 Hz, 2 H) 2.02 (m, 2 H) 1.18 (t, J=7.32 Hz, 3 H). [M+H] calc'd for C22H22ClN2O4S, 445; found, 445.
Sources & evidence
- ORD record
- ord-30d7492e5a754dbda24c0583593448e3
- Source dataset
- uspto-grants-2012_02
- Patent number
- US08119655B2
Reaction notes
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