4-Pyridinecarboxaldehyde → 5-Bromo-2-[(pyridin-4-ylmethyl)-amino]-benzoic acid

HRID 1663066Notes

Reaction equation

HRID 1663066 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[N:12]1[CH:17]=[CH:16][C:15]([CH:18]=O)=[CH:14][CH:13]=1>>[Br:11][C:8]1[CH:9]=[CH:10][C:2]([NH:1][CH2:18][C:15]2[CH:16]=[CH:17][N:12]=[CH:13][CH:14]=2)=[C:3]([CH:7]=1)[C:4]([OH:6])=[O:5]

Participants

3

Reactant 2

HCID 133894-PyridinecarboxaldehydeHCID 798582-Amino-5-bromobenzoic acid

Product 1

HCID 589897675-Bromo-2-[(pyridin-4-ylmethyl)-amino]-benzoic acid

Procedure

Prepared by a similar procedure as described for preparation 1A, starting from 2-amino-5-bromobenzoic acid (Aldrich) and pyridine-4-carbaldehyde. 13C-NMR (DMSO-d6) δ 170.4, 149.4, 149.4, 148.7, 133.9, 132.3, 123.2, 122.0, 112.2, 104.9, 44.9.

Workup

  1. customPrepared by a similar procedure

Sources & evidence

ORD record
ord-dc60f56f616d4aeca62522ba602d89f3
Source dataset
uspto-grants-2011_10
Patent number
US08034811B2

Reaction notes

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