HCID 58495260, compound → HCID 58494991, compound

HRID 516221Notes

Reaction equation

HRID 516221 reaction equation
[NH2:1][C:2]1[C:17](/[CH:18]=[CH:19]/[C:20](OCC)=[O:21])=[CH:16][C:5]2[CH2:6][CH2:7][N:8]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:9][CH2:10][C:4]=2[C:3]=1[Cl:25]>C(Cl)(Cl)Cl.CO.[Pt](=O)=O>[Cl:25][C:3]1[C:4]2[CH2:10][CH2:9][N:8]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:7][CH2:6][C:5]=2[CH:16]=[C:17]2[C:2]=1[NH:1][C:20](=[O:21])[CH2:19][CH2:18]2

Participants

5

Reactant 1

HCID 58495260HCID 58495260, compound

Product 1

HCID 58494991HCID 58494991, compoundYield 120.9%

Reagents, catalysts & solvents 3

HCID 345198Adams' catalystCatalystHCID 887MethanolSolventHCID 6212ChloroformSolvent

Procedure

To a solution of 2.12 g of ethyl 7-amino-6-chloro-8-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate in 20 ml of chloroform and 20 ml of MeOH was added 65 mg of platinum(IV) oxide, followed by stirring for 20 hours at 1 atm under a hydrogen atmosphere. The reaction mixture was filtered through celite and the filtrate was concentrated under reduced pressure to obtain 2.256 g of ethyl 11-chloro-2-oxo-1,2,3,4,6,7,9,10-octahydro-8H-azepino[4,5-g]quinoline-8-carboxylate as a milky white solid.

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-13101170d66b48daa4ef0e80cc73d163
Source dataset
uspto-grants-2015_08
Patent number
US09108977B2

Reaction notes

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