Diisopropylethylamine → N-[5-(Pyrido[2,3-b][1,4]benzoxazepin-5(6H)-ylcarbonyl)-2-pyridinyl]-5-fluoro-2-methylbenzamide

HRID 1457695Notes

Reaction equation

HRID 1457695 reaction equation
[N:1]1[C:6]2[O:7][C:8]3[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=3[CH2:10][NH:11][C:5]=2[CH:4]=[CH:3][CH:2]=1.[CH3:16][C:17]1[CH:34]=[CH:33][C:32]([F:35])=[CH:31][C:18]=1[C:19]([NH:21][C:22]1[CH:27]=[CH:26][C:25]([C:28](Cl)=[O:29])=[CH:24][N:23]=1)=[O:20].C(N(CC)C(C)C)(C)C>ClCCl>[N:1]1[C:6]2[O:7][C:8]3[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=3[CH2:10][N:11]([C:28]([C:25]3[CH:26]=[CH:27][C:22]([NH:21][C:19](=[O:20])[C:18]4[CH:31]=[C:32]([F:35])[CH:33]=[CH:34][C:17]=4[CH3:16])=[N:23][CH:24]=3)=[O:29])[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 155082506-(5-Fluoro-2-methylbenzoyl)aminopyridine-3-carbonyl chlorideHCID 220998165,6-Dihydropyrido[2,3-b][1,4]benzoxazepine

Product 1

HCID 22099717N-[5-(Pyrido[2,3-b][1,4]benzoxazepin-5(6H)-ylcarbonyl)-2-pyridinyl]-5-fluoro-2-methylbenzamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

As described for Example 46, the reaction of 5,6-dihydropyrido[2,3-b][1,4]benzoxazepine (1 mmol) with 2-[(2-methyl-5-fluorobenzoyl)amino]-5-pyridinylcarbonyl chloride (1.0 mmol) in dichloromethane in the presence of N,N-diisopropylethylamine (3 mmol) gives the product as a glass.

Sources & evidence

ORD record
ord-70c900c30b134f2a8f9bae511aec47c3
Source dataset
uspto-grants-1998_12
Patent number
US05849735

Reaction notes

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