Thionyl Chloride → HCID 68595408, compound

HRID 220571Notes

Reaction equation

HRID 220571 reaction equation
S(Cl)([Cl:3])=O.[CH3:5][C:6]1[C:10]([CH2:11][N:12]2[CH2:17][CH2:16][N:15]([C:18]3[C:23]([C:24]4[CH:29]=[CH:28][C:27]([CH2:30]O)=[CH:26][CH:25]=4)=[N:22][CH:21]=[CH:20][N:19]=3)[CH2:14][CH2:13]2)=[CH:9][N:8]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[N:7]=1>C(Cl)Cl>[Cl:3][CH2:30][C:27]1[CH:28]=[CH:29][C:24]([C:23]2[C:18]([N:15]3[CH2:16][CH2:17][N:12]([CH2:11][C:10]4[C:6]([CH3:5])=[N:7][N:8]([C:32]5[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=5)[CH:9]=4)[CH2:13][CH2:14]3)=[N:19][CH:20]=[CH:21][N:22]=2)=[CH:25][CH:26]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 68596640HCID 68596640, compound

Product 1

HCID 68595408HCID 68595408, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Add thionyl chloride (0.4 mL, 5.49 mmol) to a solution of {4-[4-(3-Methyl-1-phenyl-1H-pyrazol-4-ylmethyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl-3′-yl]-phenyl}-methanol (474 mg, 1.08 mmol) in DCM (20 mL). Maintain stirring for 3 hr. Concentrate to dryness to give the title compound as a yellow material (545 mg) MS (ES): m/z=459/460/461[M+H]+.

Workup

  1. temperatureMaintain
  2. concentrationConcentrate to dryness

Sources & evidence

ORD record
ord-2e23d27b1e88486d92d49676c67a51b2
Source dataset
uspto-grants-2012_06
Patent number
US08202873B2

Reaction notes

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