Ethyl chloroformate → HCID 68139241, compound

HRID 1288123Notes

Reaction equation

HRID 1288123 reaction equation
OC1C2N=C3CCNCCC3=C(C)C=2C=CC=1.[Cl:18]C(OCC)=O.[CH2:24]([O:26][C:27]([N:29]1[CH2:43][CH2:42][C:41]2[C:32](=[N:33][C:34]3[C:35]([O:45]C(OCC)=O)=[CH:36][CH:37]=[CH:38][C:39]=3[C:40]=2[CH3:44])[CH2:31][CH2:30]1)=[O:28])[CH3:25].[OH-].[K+]>>[ClH:18].[CH2:24]([O:26][C:27]([N:29]1[CH2:43][CH2:42][C:41]2[C:32](=[N:33][C:34]3[C:35]([OH:45])=[CH:36][CH:37]=[CH:38][C:39]=3[C:40]=2[CH3:44])[CH2:31][CH2:30]1)=[O:28])[CH3:25]

Participants

5

Reactant 4

HCID 10928Ethyl chloroformateHCID 14797Potassium HydroxideHCID 21503553HCID 21503553, compoundHCID 54228555HCID 54228555, compound

Product 1

HCID 68139241HCID 68139241, compoundYield 22%

Procedure

7-Hydroxy-1,2,4,5-Tetrahydro-11-methyl-3-azepino[4,5-b]quinoline-carboxylic acid ethyl ester hydrochloride was prepared from 7-hydroxy-1,2,4,5-tetrahydro-11-methyl-3H-azepino[4,5-b]quinoline and ethyl chloroformate analogous to Example 63, and subsequent hydrolysis of the intermediate 7-(ethoxy-carbonyloxy)-1,2,4,5 -tetrahydro-11-methyl-3-azepino[4,5-b]quinoline-carboxylic acid ethyl ester with dilute potassium hydroxide at 30° C.

Sources & evidence

ORD record
ord-5378d06cc0b44e3183b460569d74bf26
Source dataset
uspto-grants-1976_10
Patent number
US03987047

Reaction notes

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