Glycine methyl ester → HCID 66957783, compound

HRID 570488Notes

Reaction equation

HRID 570488 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].[CH3:22][O:23][C:24](=[O:27])[CH2:25][NH2:26]>>[CH3:22][O:23][C:24](=[O:27])[CH2:25][NH:26][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 69221Glycine methyl esterHCID 509244533-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid (2-amino-ethyl)-amide

Product 1

HCID 66957783HCID 66957783, 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 amino-acetic acid methyl ester instead of tert-butyl-2-amino ethyl carbamate. LCMS (ESI) 331 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.55 (1H, br. s.) 10.22 (1H, s) 8.54 (1H, t, J=5.76 Hz) 8.04 (1H, d, J=5.42 Hz) 7.83 (1H, d, J=5.42 Hz) 7.51 (1H, d, J=5.47 Hz) 7.32 (1H, dd, J=3.49, 2.37 Hz) 6.86 (1H, d, J=5.47 Hz) 6.41 (1H, dd, J=3.54, 1.83 Hz) 4.00 (2H, d, J=5.81 Hz) 3.66 (3H, d, J=0.10 Hz)

Sources & evidence

ORD record
ord-5ee9f3a76c454063a163a1f281ec6520
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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