Triethylamine → HCID 86759474, compound

HRID 1882966Notes

Reaction equation

HRID 1882966 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:24])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[NH:16][CH2:17][CH:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)=[N:6][CH:7]=1.Cl[C:26]1[C:31]([C:32]([OH:34])=[O:33])=[CH:30][N:29]=[CH:28][CH:27]=1.C(N(CC)CC)C>C(O)C>[C:32]([C:31]1[CH:30]=[N:29][CH:28]=[CH:27][C:26]=1[C:10]1([CH:15]=[CH:14][CH:13]=[CH:12][CH:11]1[NH:16][CH2:17][CH:18]1[CH2:19][CH2:20][NH:21][CH2:22][CH2:23]1)[C:9]([NH:8][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][N:6]=1)=[O:24])([OH:34])=[O:33]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 8182294-Chloronicotinic acidHCID 21906555HCID 21906555, compound

Product 1

HCID 86759474HCID 86759474, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Using a similar procedure to that described in Example 52, N-(5-chloropyridin-2-yl)-2-(piperidin-4-ylmethylamino)benzamide (100 mg, 0.29 mmol), 4-chloronicotinic acid (91 mg, 0.58 mmol), triethylamine (59 mg, 0.58 mmol), and ethanol (5 mL) yielded, after RPHPLC purification, 45 mg (33%) of the title compound as a trifluoroacetate salt.

Workup

  1. customyielded
  2. customafter RPHPLC purification, 45 mg (33%) of the title compound as a trifluoroacetate salt

Sources & evidence

ORD record
ord-49ea1599afa3475ea85b402f82b055bb
Source dataset
uspto-grants-2004_07
Patent number
US06759414B2

Reaction notes

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