3-Furaldehyde → HCID 70795544, compound

HRID 570435Notes

Reaction equation

HRID 570435 reaction equation
COC1C=C[C:6]([CH2:7][NH:8][CH2:9][CH2:10][NH:11][C:12]([C:14]2[S:15][CH:16]=[CH:17][C:18]=2[NH:19][C:20]2[CH:25]=[CH:24][N:23]=[C:22]3[NH:26][CH:27]=[CH:28][C:21]=23)=[O:13])=[CH:5]C=1.[O:31]1[CH:35]=CC(C=O)=[CH:32]1>>[O:31]1[CH:35]=[CH:5][C:6]([CH2:7][NH:8][CH2:9][CH2:10][NH:11][C:12]([C:14]2[S:15][CH:16]=[CH:17][C:18]=2[NH:19][C:20]2[CH:25]=[CH:24][N:23]=[C:22]3[NH:26][CH:27]=[CH:28][C:21]=23)=[O:13])=[CH:32]1

Participants

3

Reactant 2

HCID 103513-FuraldehydeHCID 509244513-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid [2-(4-methoxy-benzylamino)-ethyl]-amide

Product 1

HCID 70795544HCID 70795544, 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-(4-methoxy-benzylamino)-ethyl]amide using 3-furaldehyde instead of 4-methoxy benzaldehyde. LCMS (ESI) 382 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.49 (1H, br. s.) 10.25 (1H, s) 7.93-8.05 (2H, m) 7.75 (1H, d, J=5.37 Hz) 7.52 (1H, t, J=1.61 Hz) 7.46 (1H, d, J=0.68 Hz) 7.44 (1H, d, J=5.42 Hz) 7.28 (1H, dd, J=3.20, 2.66 Hz) 6.77 (1H, d, J=5.42 Hz) 6.38-6.43 (2H, m) 3.49 (2H, s) 3.30-3.35 (2H, m) 2.60 (2H, t, J=6.49 Hz)

Sources & evidence

ORD record
ord-4764cf64e01f4522be85877e3687d382
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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