HCID 58880053, compound → HCID 58880126, compound

HRID 1642569Notes

Reaction equation

HRID 1642569 reaction equation
C(S(C1C=C(C2C=CC(O)=C3C=2C2C=C(C)C=NC=2N3)C=CC=1)(=O)=O)C.[CH2:27]([S:29]([C:32]1[CH:33]=[C:34]([C:38]2[CH:46]=[CH:45][C:44]([O:47][C@H:48]([CH3:51])[CH2:49][OH:50])=[C:43]3[C:39]=2[C:40]2[CH:55]=[C:54]([CH3:56])[CH:53]=[N:52][C:41]=2[NH:42]3)[CH:35]=[CH:36][CH:37]=1)(=[O:31])=[O:30])[CH3:28]>>[CH2:27]([S:29]([C:32]1[CH:33]=[C:34]([C:38]2[CH:46]=[CH:45][C:44]([O:47][C@@H:48]([CH3:51])[CH2:49][OH:50])=[C:43]3[C:39]=2[C:40]2[CH:55]=[C:54]([CH3:56])[CH:53]=[N:52][C:41]=2[NH:42]3)[CH:35]=[CH:36][CH:37]=1)(=[O:31])=[O:30])[CH3:28]

Participants

3

Reactant 2

HCID 58880053HCID 58880053, compoundHCID 588800815-(3-(ethylsulfonyl)phenyl)-3-methyl-9H-pyrido[2,3-b]indol-8-ol

Product 1

HCID 58880126HCID 58880126, compound

Procedure

The title compound was synthesized from Compound 157 using an analogous procedure to that outlined in the preparation of Compound 211. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.17 (t, J=7.45 Hz, 3 H) 1.36 (d, J=6.06 Hz, 3 H) 2.26 (s, 3 H) 3.40 (q, J=7.41 Hz, 2 H) 3.63-3.72 (m, 2 H) 4.63 (m, 1 H) 4.90 (t, J=6.19 Hz, 1 H) 7.07 (d, J=8.08 Hz, 1 H) 7.15-7.19 (m, 1 H) 7.56 (s, 1 H) 7.85 (t, J=7.71 Hz, 1 H) 7.97-7.99 (m, 2 H) 8.07-8.10 (m, 1 H) 8.27 (d, J=2.02 Hz, 1 H) 11.82 (s, 1 H); [M+H] calc'd for C23H25N2O4S, 425.2.; found, 425.3.

Sources & evidence

ORD record
ord-0ced05c2493a42478c0f72fd9e786cb7
Source dataset
uspto-grants-2012_02
Patent number
US08119655B2

Reaction notes

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