Cyclopropanecarbonyl chloride → HCID 53983458, compound

HRID 1857602Notes

Reaction equation

HRID 1857602 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][CH2:15][O:16][C:17]1[C:26]2[C:21](=[CH:22][C:23]([Cl:28])=[C:24]([NH2:27])[CH:25]=2)[NH:20][C:19](=[O:29])[C:18]=1[C:30]1[CH:35]=[C:34]([CH3:36])[CH:33]=[C:32]([CH3:37])[CH:31]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH:38]1([C:41](Cl)=[O:42])[CH2:40][CH2:39]1>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][CH2:15][O:16][C:17]1[C:26]2[C:21](=[CH:22][C:23]([Cl:28])=[C:24]([NH:27][C:41]([CH:38]3[CH2:40][CH2:39]3)=[O:42])[CH:25]=2)[NH:20][C:19](=[O:29])[C:18]=1[C:30]1[CH:31]=[C:32]([CH3:37])[CH:33]=[C:34]([CH3:36])[CH:35]=1)=[O:7])([CH3:2])([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 77637Cyclopropanecarbonyl chlorideHCID 54025520HCID 54025520, compound

Product 1

HCID 53983458HCID 53983458, compound

Conditions

Temperature
100 °C

Procedure

To a solution of 2-{2-[6-amino-7-chloro-3-(3,5-dimethylphenyl)-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester (162 mg in 8 mL chlorobenzene) was added cyclopropanecarbonyl chloride (0.054 mL) and the mixture heated to 100° C. After 4 hours, the reaction was cooled and the solvent removed in vacuo. The residue was dissolved in methylene chloride and washed with saturated sodium bicarbonate. Concentration of the crude organics provided the title compound (80 mg).

Workup

  1. temperaturethe reaction was cooled
  2. customthe solvent removed in vacuo
  3. dissolutionThe residue was dissolved in methylene chloride
  4. washwashed with saturated sodium bicarbonate

Sources & evidence

ORD record
ord-b26d97b7a3724f41ae4c80289d7bda7c
Source dataset
uspto-grants-2000_11
Patent number
US06147088

Reaction notes

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