(3,5-Dimethoxyphenyl)methanamine → HCID 70795712, compound

HRID 570470Notes

Reaction equation

HRID 570470 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].[CH3:22][O:23][C:24]1[CH:25]=C([CH:29]=[C:30]([O:32][CH3:33])[CH:31]=1)CN>>[CH3:22][O:23][C:24]1[CH:25]=[C:2]([CH:29]=[C:30]([O:32][CH3:33])[CH:31]=1)[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]

Participants

3

Reactant 2

HCID 420973(3,5-Dimethoxyphenyl)methanamineHCID 509244533-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid (2-amino-ethyl)-amide

Product 1

HCID 70795712HCID 70795712, 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 3,5-dimethoxybenzylamine instead of tert-butyl-2-amino ethyl carbamate. LCMS (ESI) 409 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.53 (1H, br. s.) 10.30 (1H, s) 8.65 (1H, t, J=5.95 Hz) 8.03 (1H, d, J=5.42 Hz) 7.80 (1H, d, J=5.42 Hz) 7.50 (1H, d, J=5.42 Hz) 7.30 (1H, dd, J=3.32, 2.20 Hz) 6.84 (1H, d, J=5.47 Hz) 6.48 (2H, d, J=2.25 Hz) 6.42 (1H, dd, J=3.44, 1.44 Hz) 6.37 (1H, t, J=2.27 Hz) 4.39 (2H, d, J=6.00 Hz) 3.70 (6H, s)

Sources & evidence

ORD record
ord-3d2196c46d664562a0f961b28f2b849e
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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