HCID 71090239, compound → HCID 71090066, compound

HRID 331060Notes

Reaction equation

HRID 331060 reaction equation
[CH3:1][N:2]1[CH2:6][CH2:5][C@@H:4]([N:7]2[C:11]3=[N:12][CH:13]=[CH:14][C:15]([NH:16][S:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)(=[O:19])=[O:18])=[C:10]3[C:9]([C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([N:32]4[CH2:36][CH2:35][CH2:34][CH2:33]4)[CH:27]=3)=[CH:8]2)[CH2:3]1.CN1CC[C@H](N2C3=NC=CC(NS(C4C=CC=CC=4)(=O)=O)=C3C(C3C=CC=C(N4CCCC4)C=3)=C2)C1>>[CH3:1][N:2]1[CH2:6][CH2:5][CH:4]([N:7]2[C:11]3=[N:12][CH:13]=[CH:14][C:15]([NH:16][S:17]([C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=4)(=[O:18])=[O:19])=[C:10]3[C:9]([C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([N:32]4[CH2:36][CH2:35][CH2:34][CH2:33]4)[CH:27]=3)=[CH:8]2)[CH2:3]1

Participants

3

Reactant 2

HCID 71090239HCID 71090239, compoundHCID 71090294HCID 71090294, compound

Product 1

HCID 71090066HCID 71090066, compound

Procedure

Example 135 was separated by chiral chromatography to give two enantiomers: (R)N-(1-(1-methylpyrrolidin-3-yl)-3-(3-(pyrrolidin-1-yl)phenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)benzenesulfonamide and (S)N-(1-(1-methylpyrrolidin-3-yl)-3-(3-(pyrrolidin-1-yl)phenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)benzenesulfonamide. The absolute stereochemistry was not determined LCMS (A): m/z (M+H)+ 502, C28H31N5O2S requires 501 (acidic).

Workup

  1. customExample 135 was separated by chiral chromatography
  2. customto give two enantiomers

Sources & evidence

ORD record
ord-a5a9aec99ba54990b7c81f5d5ccbbeb2
Source dataset
uspto-grants-2014_11
Patent number
US08877742B2

Reaction notes

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