Azetidine → HCID 67275150, compound

HRID 1696894Notes

Reaction equation

HRID 1696894 reaction equation
Cl[C:2]1[N:11]=[C:10]2[C:5]([C:6](=[O:28])[C:7]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:8][N:9]2[CH2:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:14]=2[O:21][CH3:22])=[C:4]([CH3:29])[C:3]=1[F:30].[NH:31]1[CH2:34][CH2:33][CH2:32]1.C(=O)([O-])[O-].[K+].[K+]>ClCCl>[N:31]1([C:2]2[N:11]=[C:10]3[C:5]([C:6](=[O:28])[C:7]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:8][N:9]3[CH2:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:14]=3[O:21][CH3:22])=[C:4]([CH3:29])[C:3]=2[F:30])[CH2:34][CH2:33][CH2:32]1

Participants

5

Reactant 3

HCID 10422AzetidineHCID 11430Potassium CarbonateHCID 86590508HCID 86590508, compound

Product 1

HCID 67275150HCID 67275150, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A mixture of ethyl 7-chloro-1-(2,4-dimethoxybenzyl)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate (254 mg), azetidine (0.085 mL), and potassium carbonate (160 mg) in dichloromethane (5 mL) was stirred for 3 days, diluted with dichloromethane, washed with water and 10% citric acid, filtered through a cotton plug, and concentrated.

Workup

  1. washwashed with water and 10% citric acid
  2. filtrationfiltered through a cotton plug
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-f66abe8c8583498f8612a2f759de1486
Source dataset
uspto-grants-2012_04
Patent number
US08163769B2

Reaction notes

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