HCID 23111467, compound → HCID 23111427, compound

HRID 269875Notes

Reaction equation

HRID 269875 reaction equation
COC1C=CC(N2CCN(CCC3C=CC=CC=3)CC2)=CC=1C.C[O:25][C:26]1[CH:27]=[CH:28][C:29]([N:34]2[CH2:39][CH2:38][CH:37]([CH2:40][CH2:41][CH2:42][C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=3)[CH2:36][CH2:35]2)=[C:30]([CH:33]=1)[C:31]#[N:32]>>[OH:25][C:26]1[CH:27]=[CH:28][C:29]([N:34]2[CH2:39][CH2:38][CH:37]([CH2:40][CH2:41][CH2:42][C:43]3[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=3)[CH2:36][CH2:35]2)=[C:30]([CH:33]=1)[C:31]#[N:32]

Participants

3

Reactant 2

HCID 23111467HCID 23111467, compoundHCID 231115101-(4-Methoxy-3-methylphenyl)-4-phenethylpiperazine

Product 1

HCID 23111427HCID 23111427, compoundYield 52.2%

Procedure

Production Example 10 was repeated except that 1-(4-methoxy-3-methylphenyl)-4-phenethylpiperazine was replaced with 5-methoxy-2-[4-(3-phenylpropyl)piperidino]benzonitrile (290 mg), and the resulting crude product was purified on TLC (developer, hexane: ethyl acetate=3:1) to provide 5-hydroxy-2-[4-(3-phenyl-propyl)piperidino]benzonitrile (145 mg).

Workup

  1. customthe resulting crude product was purified on TLC (developer, hexane: ethyl acetate=3:1)

Sources & evidence

ORD record
ord-5ae9c3f8fc6a496c86a3db8dbf577685
Source dataset
uspto-grants-2008_11
Patent number
US07449466B2

Reaction notes

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