Triethylamine → HCID 21906627, compound

HRID 1882973Notes

Reaction equation

HRID 1882973 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[CH:31]=[CH:30][N:29]=[C:28]([C:32]([OH:34])=[O:33])[CH:27]=1.C(N(CC)CC)C>C(O)C>[C:32]([C:28]1[CH:27]=[C:26]([N:21]2[CH2:20][CH2:19][CH:18]([CH2:17][NH:16][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[C:9]([NH:8][C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][N:6]=3)=[O:24])[CH2:23][CH2:22]2)[CH:31]=[CH:30][N:29]=1)([OH:34])=[O:33]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2308904-Chloropyridine-2-carboxylic acidHCID 21906555HCID 21906555, compound

Product 1

HCID 21906627HCID 21906627, compoundYield 25%

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 (150 mg, 0.43 mmol), 4-chloropicolinic acid (95 mg, 0.60 mmol), triethylamine (87 mg, 0.86 mmol), and ethanol (2 mL) yielded 50 mg (25%) of the title compound.

Sources & evidence

ORD record
ord-18390f5e07e043fca67109bfd83f7765
Source dataset
uspto-grants-2004_07
Patent number
US06759414B2

Reaction notes

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