Ethanol hexane → HCID 49836387, compound

HRID 1825721Notes

Reaction equation

HRID 1825721 reaction equation
[CH3:1][N:2]([CH3:19])[CH:3]1[CH2:7][CH2:6][C@H:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:17]#[N:18])[CH:15]=3)[NH:10][CH:9]=2)[CH2:4]1.C(O)C.CCCCCC>CCCCCC.C(O)C>[CH3:1][N:2]([CH3:19])[C@H:3]1[CH2:7][CH2:6][C@H:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:17]#[N:18])[CH:15]=3)[NH:10][CH:9]=2)[CH2:4]1

Participants

5

Reactant 2

HCID 21879635Ethanol hexaneHCID 69659437HCID 69659437, compound

Product 1

HCID 49836387HCID 49836387, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 8058HexaneSolvent

Procedure

The (3R)- and (3S)-diastereomers of (1S)-3-(3-dimethylaminocyclopentyl)-1H-indole-5-carbonitrile were resolved by chiral HPLC on a Chiral Technologies Chiralpak AD column (20μ, 50×500 mm) with a mobile phase of 10% ethanol in hexane-0.1% diethylamine at a flow rate of 75 mL/min. Analytical HPLC retention times refer to the following analytical chiral HPLC method: Chiralpak AD column, 4.6×250 mm with 10 μm packing. Solvents: 10% Ethanol/hexane (0.10% diethyl amine added in hexane as modifier). Flow: 1 mL/min for 20 min. UV detector at 280 nm. Loop volume: 20 μL. Injection load: 20 μL of a 1 mg/mL solution in ethanol.

Sources & evidence

ORD record
ord-0122ca6470af4a16ae2367ed4d7abbbc
Source dataset
uspto-grants-2006_05
Patent number
US07049314B2

Reaction notes

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