Pyridine → HCID 86599858, compound

HRID 16150Notes

Reaction equation

HRID 16150 reaction equation
C(O)(=O)/C=[CH:3]\[C:4](O)=[O:5].[Cl:9][C:10]1[CH:29]=[CH:28][C:13]2[O:14][C:15]3[CH:27]=[CH:26][CH:25]=[CH:24][C:16]=3[C@@H:17]3[C@H:22]([NH2:23])[CH2:21][CH2:20][CH2:19][N:18]3[C:12]=2[CH:11]=1.N1C=CC=CC=1.C(OC(=O)C)(=O)C>C(Cl)Cl>[Cl:9][C:10]1[CH:29]=[CH:28][C:13]2[O:14][C:15]3[CH:27]=[CH:26][CH:25]=[CH:24][C:16]=3[C@@H:17]3[C@H:22]([NH:23][C:4](=[O:5])[CH3:3])[CH2:21][CH2:20][CH2:19][N:18]3[C:12]=2[CH:11]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 86599859trans-7-Chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepine-1-amine maleate

Product 1

HCID 86599858HCID 86599858, compoundYield 131.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

trans-7-Chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepine-1-amine maleate (10 mg, 0.02 mmol), 50 μL of pyridine, and 25 μL of acetic anhydride in 1 mL of CH2Cl2 were stirred for 18 h at room temperature. The mixture was washed with 5% aqueous sodium bicarbonate and H2O, dried (Na2SO4) and evaporated to give trans-N-(7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepin1-yl)acetamide (9.0 mg, 65%). Data: (m/z)=343 (M+H)+.

Workup

  1. washThe mixture was washed with 5% aqueous sodium bicarbonate and H2O
  2. dry with materialdried (Na2SO4)
  3. customevaporated

Sources & evidence

ORD record
ord-3f07e2695ad14a7b9452e122a01548e5
Source dataset
uspto-grants-2010_06
Patent number
US07737136B2

Reaction notes

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