Benzenesulfonyl chloride → HCID 70795538, compound

HRID 570451Notes

Reaction equation

HRID 570451 reaction equation
[NH2:1][CH2:2][CH2:3][NH:4][C:5]([C:7]1[S:8][CH:9]=[CH:10][C:11]=1[NH:12][C:13]1[CH:18]=[CH:17][N:16]=[C:15]2[NH:19][CH:20]=[CH:21][C:14]=12)=[O:6].[C:22]1([S:28](Cl)(=[O:30])=[O:29])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[C:22]1([S:28]([NH:1][CH2:2][CH2:3][NH:4][C:5]([C:7]2[S:8][CH:9]=[CH:10][C:11]=2[NH:12][C:13]2[CH:18]=[CH:17][N:16]=[C:15]3[NH:19][CH:20]=[CH:21][C:14]=23)=[O:6])(=[O:30])=[O:29])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 509244533-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid (2-amino-ethyl)-amide

Product 1

HCID 70795538HCID 70795538, compound

Procedure

This compound was prepared in an analogous manner as 3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid (2-amino-ethyl)-amide using benzenesulfonyl chloride instead of benzoyl chloride. LCMS (ESI) 442 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.51 (1H, br. s.) 10.25 (1H, s) 8.05 (1H, t, J=5.76 Hz) 8.00 (1H, d, J=5.47 Hz) 7.70-7.81 (4H, m) 7.49-7.62 (3H, m) 7.45 (1H, d, J=5.47 Hz) 7.25-7.32 (1H, m) 6.81 (1H, d, J=5.47 Hz) 6.39 (1H, dd, J=3.42, 1.85 Hz) 3.21-3.28 (2H, m) 2.82-2.93 (2H, m)

Sources & evidence

ORD record
ord-e4a22e1d0d904de090942c9dcaabcd38
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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