5-(3-(ethylsulfonyl)phenyl)-3-methyl-9H-pyrido[2,3-b]indol-8-ol → HCID 58880171, compound

HRID 1642565Notes

Reaction equation

HRID 1642565 reaction equation
[CH2:1]([S:3]([C:6]1[CH:7]=[C:8]([C:12]2[CH:20]=[CH:19][C:18]([OH:21])=[C:17]3[C:13]=2[C:14]2[CH:25]=[C:24]([CH3:26])[CH:23]=[N:22][C:15]=2[NH:16]3)[CH:9]=[CH:10][CH:11]=1)(=[O:5])=[O:4])[CH3:2].C(S(C1C=C(C2C=CC(OC[CH2:49][CH2:50][N:51]([CH3:53])[CH3:52])=C3C=2C2C=C(C)C=NC=2N3)C=CC=1)(=O)=O)C>>[CH2:1]([S:3]([C:6]1[CH:7]=[C:8]([C:12]2[CH:20]=[CH:19][C:18]([O:21][CH2:49][CH2:50][N:51]([CH3:53])[CH3:52])=[C:17]3[C:13]=2[C:14]2[CH:25]=[C:24]([CH3:26])[CH:23]=[N:22][C:15]=2[NH:16]3)[CH:9]=[CH:10][CH:11]=1)(=[O:5])=[O:4])[CH3:2]

Participants

3

Reactant 2

HCID 588800815-(3-(ethylsulfonyl)phenyl)-3-methyl-9H-pyrido[2,3-b]indol-8-olHCID 588801813-(5-(3-(ethylsulfonyl)phenyl)-3-methyl-9H-pyrido[2,3-b]indol-8-yloxy)-N,N-dimethylpropan-1-amine

Product 1

HCID 58880171HCID 58880171, compound

Procedure

The title compound was synthesized from Compound 157 using an analogous procedure to that outlined in the preparation of Compound 205. 1H NMR (400 MHz, MeOD) δ ppm 1.29 (t, J=7.33 Hz, 3 H) 2.32 (s, 3 H) 2.91 (t, J=5.31 Hz, 2 H) 4.34 (t, J=5.43 Hz, 2H) 7.07-7.14 (m, 2 H) 7.65 (d, J=2.02 Hz, 1 H) 7.82 (t, J=7.83 Hz, 1 H) 7.94-7.98 (m, 1 H) 8.02 (dd, J=7.33, 1.52 Hz, 1 H) 8.15 (t, J=1.64 Hz, 1 H) 8.20 (d, J=2.02 Hz, 1 H) [M+H] calc'd for C24H27N3O3S, 438; found, 438.

Sources & evidence

ORD record
ord-a1aac147e0984a57b7d3008cd4047233
Source dataset
uspto-grants-2012_02
Patent number
US08119655B2

Reaction notes

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