2-Methylpiperazine → HCID 69883566, compound

HRID 2084062Notes

Reaction equation

HRID 2084062 reaction equation
C(N1C2C(=CC=[C:10]([N:13]3[CH2:18][CH2:17][NH:16][CH:15](C)[CH2:14]3)C=2)C=C1)(C)C.Br[C:21]1[CH:29]=[C:28]2[C:24]([CH:25]=[CH:26][N:27]2[CH:30]([CH3:32])[CH3:31])=[CH:23][CH:22]=1.CC1CNCCN1.CC([O-])(C)C.[Na+].P(C(C)(C)C)(C(C)(C)C)C(C)(C)C>C1(C)C(C)=CC=CC=1.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH:30]([N:27]1[C:28]2[C:24](=[CH:23][CH:22]=[C:21]([CH:14]3[CH2:15][NH:16][CH2:17][CH2:18][N:13]3[CH3:10])[CH:29]=2)[CH:25]=[CH:26]1)([CH3:32])[CH3:31]

Participants

8

Reactant 5

HCID 660572-MethylpiperazineHCID 83681Tris(1,1-dimethylethyl)phosphineHCID 9881576HCID 9881576, compoundHCID 22732008HCID 22732008, compoundHCID 23676156Sodium t-butoxide

Product 1

HCID 69883566HCID 69883566, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 7237O-XyleneSolvent

Procedure

1-Isopropyl-6-(3-methylpiperazinyl)-indole; from 6-Bromo-1-isopropylindole (23.8 mg, 0.1 mmol), 2-methylpiperazine (60 mg, 0.6 mmol), NaOtBu (14.1 mg, 0.15 mmol), tBu3P(1 mg) and Pd(OAc)2 (1 mg) in xylene (1 ml), heating overnight. Yield 6.7 mg (26%).

Sources & evidence

ORD record
ord-09f0bf20b2dc4676ba15eb9853362f9c
Source dataset
uspto-grants-2004_04
Patent number
US06716837B1

Reaction notes

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