Sodium Bicarbonate → HCID 11485457, compound

HRID 353699Notes

Reaction equation

HRID 353699 reaction equation
[Cl:1][C:2]1[S:3][C:4]([CH2:7][CH2:8]Cl)=[CH:5][CH:6]=1.Cl.[F:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]([CH:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)([OH:20])[CH3:19])=[CH:14][CH:13]=1.C([O-])(O)=O.[Na+]>C(#N)C>[Cl:1][C:2]1[S:3][C:4]([CH2:7][CH2:8][N:24]2[CH2:25][CH2:26][CH:21]([C:18]([C:15]3[CH:14]=[CH:13][C:12]([F:11])=[CH:17][CH:16]=3)([OH:20])[CH3:19])[CH2:22][CH2:23]2)=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 11229139HCID 11229139, compoundHCID 131724466HCID 131724466, compound

Product 1

HCID 11485457HCID 11485457, compoundYield 72.7%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 0.88 g of 2-chloro-5-(2-chloro-ethyl)thiophene in 10 ml of acetonitrile is treated with 1.3 g of 1-(4-fluorophenyl)-1-piperidin-4-yl-ethanol, hydrochloride and 0.82 g of NaHCO3 and stirred at 80° for 8 hours. After customary working-up, 1.3 g of 1-{1-[2-(5-chlorothiophen-2-yl)ethyl]piperidin-4-yl}-1-(4-fluorophenyl)ethanol are obtained. The residue is dissolved in acetone, treated with ether/HCl and the hydrochloride, m.p. 210-211°, is obtained after crystallization.

Sources & evidence

ORD record
ord-9810b737d5f748b39d9e187072477273
Source dataset
uspto-grants-2004_06
Patent number
US06756370B1

Reaction notes

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