2-Pyridinecarboxaldehyde → HCID 67232119, compound

HRID 1511999Notes

Reaction equation

HRID 1511999 reaction equation
[CH3:1][O:2][C:3]([C:5]1[N:6]([NH2:11])[CH:7]=[C:8]([Cl:10])[CH:9]=1)=[O:4].[N:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH:18]=O>CO>[CH3:1][O:2][C:3]([C:5]1[N:6]([N:11]=[CH:18][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][N:12]=2)[CH:7]=[C:8]([Cl:10])[CH:9]=1)=[O:4]

Participants

4

Reactant 2

HCID 142732-PyridinecarboxaldehydeHCID 22180068HCID 22180068, compound

Product 1

HCID 67232119HCID 67232119, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Prepared according to the imine formation condition used in Example 18 step b) from 1-amino-4-chloro-1H-pyrrole-2-carboxylic acid methyl ester and pyridine-2-carbaldehyde in refluxing methanol for 12 h. 1H NMR (CDCl3, δ in ppm): 8.67 (dt, 1H, J=1.3 Hz, 5.0 Hz), 8.48 (s, 1H), 8.21 (dt, 1H, J=1.1 Hz, 8.4 Hz), 7.79 (td, 1H, J=1.8 Hz, 7.8 Hz), 7.36 (m, 1H, J=1.0 Hz, 5.0 Hz, 7.6 Hz), 7.30 (d, 1H, J=2.2 Hz), 6.91 (d, 1H, J=1.8 Hz), 3.86 (s, 3H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-0153f9d6433342c58203fb29dff54264
Source dataset
uspto-grants-2012_07
Patent number
US08217043B2

Reaction notes

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