5-(3-(ethylsulfonyl)phenyl)-3-methyl-9H-pyrido[2,3-b]indol-8-ol → HCID 58880180, compound

HRID 1882265Notes

Reaction equation

HRID 1882265 reaction equation
[Cl:1][C:2]1[CH:28]=[N:27][C:5]2[NH:6][C:7]3[C:8](OC)([OH:24])[CH2:9][CH:10]=[C:11]([C:13]4[CH:18]=[CH:17][CH:16]=[C:15]([S:19]([CH2:22][CH3:23])(=[O:21])=[O:20])[CH:14]=4)[C:12]=3[C:4]=2[CH:3]=1.C(S(C1C=C(C2C=CC(O)=C3C=2C2C=C(C)C=NC=2N3)C=CC=1)(=O)=O)C>>[Cl:1][C:2]1[CH:28]=[N:27][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]

Participants

3

Reactant 2

HCID 588800815-(3-(ethylsulfonyl)phenyl)-3-methyl-9H-pyrido[2,3-b]indol-8-olHCID 866126333-chloro-5-(3-(ethylsulfonyl)phenyl)-8-methoxy-9H-pyrido[2,3-b]indol-8-ol

Product 1

HCID 58880180HCID 58880180, compound

Procedure

The title compound was prepared from Compound 217 by using an analogous procedure to that outlined in the preparation of Compound 157. 1H NMR (400 MHz, Methanol-d4) δ 8.35 (s, 1H) 8.15 (m, 1H) 8.07 (m, 1H) 7.97 (m, 1H) 7.88 (t, J=8.0 Hz, 1H) 7.66 (s, 1H) 7.23 (d, J=8.36 Hz, 1H) 7.16 (d, J=8.36 Hz, 1H) 4.44 (t, J=5.8 Hz, 2H) 3.72 (t, J=8.0 Hz, 2H) 3.43 (q, J=7.32 Hz, 2H) 3.03 (s, 6H) 2.41 (m, 2H) 1.34 (t, J=7.32 Hz, 3H). [M+H] calc'd for C24H27ClN3O3S, 472; found, 472.

Sources & evidence

ORD record
ord-0433ee6ac2a842b88c39fd77887bb0f2
Source dataset
uspto-grants-2012_11
Patent number
US08318939B2

Reaction notes

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