1-(4-Fluorophenyl)piperazine → HCID 11698311, compound

HRID 1866240Notes

Reaction equation

HRID 1866240 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([C:12]([NH2:14])=[O:13])=[C:6]2[S:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=O.[F:22][C:23]1[CH:28]=[CH:27][C:26]([N:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)=[CH:25][CH:24]=1>CO.C(Cl)Cl>[F:22][C:23]1[CH:24]=[CH:25][C:26]([N:29]2[CH2:34][CH2:33][N:32]([CH2:1][C:3]3[CH:4]=[C:5]4[C:9](=[CH:10][CH:11]=3)[NH:8][C:7]([C:12]([NH2:14])=[O:13])=[C:6]4[S:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:31][CH2:30]2)=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 752601-(4-Fluorophenyl)piperazineHCID 76850762HCID 76850762, compound

Product 1

HCID 11698311HCID 11698311, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Treat 5-formyl-3-phenylsulfanyl-1H-indole-2-carboxylic acid amide 13 (m=0, R3=Ph) (80 mg, 0.27 mmol) with 1-(4-fluorophenyl)piperazine (90 mg, 0.50 mmol) as described in General Procedure X to afford Iaa (69.0 mg, 55.6%) as an ivory colored solid, tlc Rf=0.4 (10% MeOH/CH2Cl2-0.20% Et3N), m/z obs=461 (M+1).

Sources & evidence

ORD record
ord-32084b1ce70144ffa6856eddf88a2ac0
Source dataset
uspto-grants-2009_12
Patent number
US07629376B2

Reaction notes

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