N-Benzylethylenediamine → HCID 50923993, compound

HRID 570507Notes

Reaction equation

HRID 570507 reaction equation
[CH2:1]([NH:8][C:9]([C:11]1[S:12][CH:13]=[CH:14][C:15]=1[NH:16][C:17]1[C:18]2[CH:25]=[CH:24][NH:23][C:19]=2[N:20]=[CH:21][N:22]=1)=[O:10])[C:2]1C=CC=CC=1.[CH2:26]([NH:33]CCN)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[CH2:26]([NH:33][CH2:2][CH2:1][NH:8][C:9]([C:11]1[S:12][CH:13]=[CH:14][C:15]=1[NH:16][C:17]1[C:18]2[CH:25]=[CH:24][NH:23][C:19]=2[N:20]=[CH:21][N:22]=1)=[O:10])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

3

Reactant 2

HCID 77801N-BenzylethylenediamineHCID 509238613-(7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-thiophene-2-carboxylic acid benzylamide

Product 1

HCID 50923993HCID 50923993, compoundYield 61%

Procedure

The title compound was prepared in an analogous manner as 3-(7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-thiophene-2-carboxylic acid benzylamide using N-benzylethane-1,2-diamine instead of benzylamine and obtained in 61% yield. 1H NMR (DMSO-d6) 11.96 (br s, 1H), 11.41 (s, 1H), 8.46 (d, J=5.5 Hz, 1H), 8.38 (s, 1H), 8.19-8.14 (m, 1H), 7.75 (d, J=5.5 Hz, 1H), 7.38-7.18 (m, 7H), 6.46-6.43 (m, 1H), 3.73 (s, 2H) 3.37 (dd, J=12.4, 6.6 Hz, 2H), 2.89 (t, J=6.6 Hz, 2H); MS (m/z) 393 [M+H]+.

Workup

  1. customobtained in 61% yield

Sources & evidence

ORD record
ord-5f0d1fef4e10447e9b2293e1a9df48e0
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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