2-(Benzylsulfanyl)ethan-1-amine → 3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid (2-benzylsulfanyl-ethyl)-amide

HRID 570447Notes

Reaction equation

HRID 570447 reaction equation
N[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].[CH2:22]([S:29]CCN)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[CH2:22]([S:29][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:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

3

Reactant 2

HCID 311982-(Benzylsulfanyl)ethan-1-amineHCID 509244533-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid (2-amino-ethyl)-amide

Product 1

HCID 707956423-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid (2-benzylsulfanyl-ethyl)-amide

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 2-(benzylsulfanyl)ethanamine instead of tert-butyl-2-amino ethyl carbamate. LCMS (ESI) 409 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.52 (1H, br. s.) 10.33-10.38 (1H, m) 8.22 (1H, t, J=5.66 Hz) 8.00 (1H, d, J=5.47 Hz) 7.76 (1H, d, J=5.47 Hz) 7.45-7.51 (1H, m) 7.15-7.36 (5H, m) 6.82 (1H, d, J=5.47 Hz) 6.43 (1H, dd, J=3.42, 1.85 Hz) 3.75 (2H, s) 3.35-3.47 (2H, m) 2.51-2.58 (2H, m)

Sources & evidence

ORD record
ord-54754bc685d24f24ba454587d990cfb7
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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