4-(3-Fluoro-phenyl)-1,3-dihydro-indol-2-one → HCID 60061549, compound

HRID 1839842Notes

Reaction equation

HRID 1839842 reaction equation
[N:1]1([CH2:6][CH2:7][CH:8]2[CH2:16][CH2:15][CH2:14][C:13]3[NH:12][C:11]([CH:17]=O)=[CH:10][C:9]2=3)[CH2:5][CH2:4][CH2:3][CH2:2]1.[F:19][C:20]1[CH:21]=[C:22]([C:26]2[CH:34]=[CH:33][CH:32]=[C:31]3[C:27]=2[CH2:28][C:29](=[O:35])[NH:30]3)[CH:23]=[CH:24][CH:25]=1>N1CCCCC1.C(O)C>[F:19][C:20]1[CH:21]=[C:22]([C:26]2[CH:34]=[CH:33][CH:32]=[C:31]3[C:27]=2/[C:28](=[CH:17]/[C:11]2[NH:12][C:13]4[CH2:14][CH2:15][CH2:16][CH:8]([CH2:7][CH2:6][N:1]5[CH2:2][CH2:3][CH2:4][CH2:5]5)[C:9]=4[CH:10]=2)/[C:29](=[O:35])[NH:30]3)[CH:23]=[CH:24][CH:25]=1

Participants

5

Reactant 2

HCID 225617564-(3-Fluoro-phenyl)-1,3-dihydro-indol-2-oneHCID 22561924HCID 22561924, compound

Product 1

HCID 60061549HCID 60061549, compound

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 702EthanolSolvent

Procedure

4-(2-Pyrrolidin-1-yl-ethyl)-4,5,6,7-tetrahydro-1H-indole-2-carbaldehyde (0.2 was condensed with 4-(3-fluoro-phenyl)-1,3-dihydro-indol-2-one (0.2 mmol) and piperidine (2 drops) in ethanol at rt for overnight. The solvent was removed and the residue was purified on a silica gel column to give 25 mg of the titled compound as a yellow solid.

Workup

  1. customThe solvent was removed
  2. customthe residue was purified on a silica gel column

Sources & evidence

ORD record
ord-791ef12846354ad299d705e064fe8402
Source dataset
uspto-grants-2004_01
Patent number
US06677368B2

Reaction notes

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