Triethylamine → 8-chloro-N-[4-(4-pyridinyl)butyl]dibenz[b,f][1,4]oxazepine-10(11H)-carboxamide

HRID 1756548Notes

Reaction equation

HRID 1756548 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]2[O:6][C:7]3[CH:17]=[CH:16][CH:15]=[CH:14][C:8]=3[CH2:9][N:10]([C:11](Cl)=[O:12])[C:4]=2[CH:3]=1.CCN(CC)CC.[N:27]1[CH:32]=[CH:31][C:30]([CH2:33][CH2:34][CH2:35][CH2:36][NH2:37])=[CH:29][CH:28]=1>C(Cl)Cl>[Cl:1][C:2]1[CH:19]=[CH:18][C:5]2[O:6][C:7]3[CH:17]=[CH:16][CH:15]=[CH:14][C:8]=3[CH2:9][N:10]([C:11]([NH:37][CH2:36][CH2:35][CH2:34][CH2:33][C:30]3[CH:29]=[CH:28][N:27]=[CH:32][CH:31]=3)=[O:12])[C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 135575324-(Pyridin-4-yl)butan-1-amineHCID 149759838-chlorodibenz[b,f][1,4]oxazepin-10(11H)carbonyl chloride

Product 1

HCID 98015398-chloro-N-[4-(4-pyridinyl)butyl]dibenz[b,f][1,4]oxazepine-10(11H)-carboxamideYield 60.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

By the method described in Example 18, the title compound of Example 2 (0.98 g, 3.3 mmol) in 30 mL of CH2Cl2 with molecular sieves #5A (3 g) and Et3N (0.47 mL, 3.36 mmol) was reacted with the title compound of Example 23 (0.5 g, 3.3 mmol) to produce 0.82 g of the title product.

Sources & evidence

ORD record
ord-46f8517ce9764f6c91acd92b1d564509
Source dataset
uspto-grants-1995_08
Patent number
US05441950

Reaction notes

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