3-Phenylbutanal → HCID 68852981, compound

HRID 2112862Notes

Reaction equation

HRID 2112862 reaction equation
[C:1]1([CH:7]([CH3:11])[CH2:8][CH:9]=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:12].Cl.[N:14]1([CH2:20][C@@H:21]([C:33]2([OH:39])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]2)[C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([O:28][C:29]([F:32])([F:31])[F:30])[CH:23]=2)[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1>CO>[ClH:12].[ClH:12].[C:1]1([CH:7]([CH3:11])[CH2:8][CH2:9][N:17]2[CH2:18][CH2:19][N:14]([CH2:20][C@@H:21]([C:33]3([OH:39])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]3)[C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([O:28][C:29]([F:32])([F:31])[F:30])[CH:23]=3)[CH2:15][CH2:16]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 859793-PhenylbutanalHCID 24894904HCID 24894904, compound

Product 1

HCID 68852981HCID 68852981, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In an analogous manner to Example 117, 1-{(1S-2-[4-(3-phenylbutyl)piperazin-1-yl]-1-[3-(trifluoromethoxy)phenyl]ethyl}cyclohexanol dihydrochloride was prepared from 3-phenylbutyraldehyde and 1-{(1S)-2-piperazin-1-yl-1-[3-(trifluoromethoxy)phenyl]ethyl}cyclohexanol (See Example 243). HRMS: calcd for C29H39F3N2O2, 504.29636; found (ESI, [H+M]+), 505.3025. [α]D25=−12° (c=0.0091 g/mL, MeOH); CD=+@268 nm.

Sources & evidence

ORD record
ord-10f0b6759ef64e36b8c0363ca1fc8657
Source dataset
uspto-grants-2009_04
Patent number
US07524846B2

Reaction notes

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