Phenylethanolamine → HCID 50925059, compound

HRID 570474Notes

Reaction equation

HRID 570474 reaction equation
NCCN[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].[NH2:22][CH2:23][CH:24]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[OH:25]>>[OH:25][CH:24]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[CH2:23][NH:22][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 1000PhenylethanolamineHCID 509244533-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid (2-amino-ethyl)-amide

Product 1

HCID 50925059HCID 50925059, 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 2-amino-1-phenyl ethanol instead of tert-butyl-2-amino ethyl carbamate. LCMS (ESI) 379 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.53 (1H, br. s.) 10.17 (1H, s) 8.07 (1H, t, J=5.37 Hz) 8.02 (1H, d, J=5.47 Hz) 7.77 (1H, d, J=5.47 Hz) 7.45 (1H, d, J=5.27 Hz) 7.27-7.38 (6H, m) 7.18-7.26 (1H, m) 6.79 (1H, d, J=5.47 Hz) 6.44 (1H, d, J=3.51 Hz) 5.51 (1H, d, J=3.90 Hz) 4.77 (1H, ddd, J=7.86, 4.30, 4.05 Hz) 3.47 (1H, dt, J=13.13, 5.15 Hz)

Sources & evidence

ORD record
ord-9bfeb0a7426f48808ae483d1bdf53514
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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