HCID 1514413, compound → HCID 53821322, compound

HRID 344893Notes

Reaction equation

HRID 344893 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:24])[C:8]2[CH:9]=[C:10]3[CH:20]=[C:19]([F:21])[C:18](F)=[C:17]([F:23])[C:11]3=[N:12][C:13]=2[N:14]([CH3:16])[CH:15]=1)=[O:5])[CH3:2].[C:25]1([C@@H:31]2[CH2:36][NH:35][CH2:34][CH2:33][NH:32]2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:24])[C:8]2[CH:9]=[C:10]3[CH:20]=[C:19]([F:21])[C:18]([N:35]4[CH2:34][CH2:33][NH:32][C@H:31]([C:25]5[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=5)[CH2:36]4)=[C:17]([F:23])[C:11]3=[N:12][C:13]=2[N:14]([CH3:16])[CH:15]=1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 1514413HCID 1514413, compoundHCID 194236883-Ethoxycarbonyl-7,8,9-trifluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine

Product 1

HCID 53821322HCID 53821322, compoundYield 59.2%

Procedure

Working under the conditions of Example 39, but starting with 3-ethoxycarbonyl-7,8,9-trifluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine (1.21 g) and (R)-2-phenylpiperazine (0.7 g), and after recrystallization in ethanol (22 cc) containing dimethylformamide (30%), (R)-3-ethoxycarbonyl-7,9-difluoro-1-methyl-4-oxo-8-(3-phenyl-1-piperazinyl)-1,4-dihydrobenzo[b][1,8]naphthyridine (1.02 g) is obtained in the form of a yellow solid, m.p. 216° C.

Workup

  1. customafter recrystallization in ethanol (22 cc)
  2. additioncontaining dimethylformamide (30%)

Sources & evidence

ORD record
ord-6c915613261b4a6481588ea9c897107d
Source dataset
uspto-grants-1991_10
Patent number
US05053509

Reaction notes

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