Thionyl Chloride → 1-((4-(Chloromethyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-2-yl)methyl)piperidine

HRID 1662463Notes

Reaction equation

HRID 1662463 reaction equation
S(Cl)([Cl:3])=O.[F:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][C:7]=1[C:14]1[CH:19]=[CH:18][C:17]([CH2:20]O)=[CH:16][C:15]=1[CH2:22][N:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1>C(Cl)Cl>[Cl:3][CH2:20][C:17]1[CH:18]=[CH:19][C:14]([C:7]2[CH:8]=[C:9]([O:12][CH3:13])[CH:10]=[CH:11][C:6]=2[F:5])=[C:15]([CH2:22][N:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)[CH:16]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 57706303(2'-Fluoro-5'-(methyloxy)-2-(1-piperidinylmethyl)-1,1'-biphenyl-4-yl)methanol

Product 1

HCID 577057071-((4-(Chloromethyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-2-yl)methyl)piperidineYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Thionyl chloride (0.066 g, 0.56 mmol) was added to a solution of 66.64B (0.023 g, 0.070 mmol) in DCM (1 mL). The resulting mixture was stirred at room temperature for 2 hours. After removing solvent, 66.64C was obtained in 100% yield.

Workup

  1. customAfter removing solvent

Sources & evidence

ORD record
ord-68773ba84fe94786a083376d3a629c7d
Source dataset
uspto-grants-2011_10
Patent number
US08030354B2

Reaction notes

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