Thionyl Chloride → HCID 119086486, compound

HRID 2202880Notes

Reaction equation

HRID 2202880 reaction equation
[I:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([CH3:13])=[C:9]([CH2:11]O)[N:10]=2)[CH:7]=1.S(Cl)([Cl:16])=O>C(Cl)Cl>[Cl:16][CH2:11][C:9]1[N:10]=[C:5]2[CH:4]=[CH:3][C:2]([I:1])=[CH:7][N:6]2[C:8]=1[CH3:13]

Participants

4

Reactant 2

HCID 24386Thionyl Chloride2×HCID 119086485HCID 119086485, compound

Product 1

HCID 119086486HCID 119086486, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred solution of (6-iodo-3-methylimidazo[1,2-a]pyridin-2-yl)methanol (200 mg) in DCM (2 ml) was added thionyl chloride (56 μl) at room temperature, and the mixture was stirred for 4 h. Additional thionyl chloride (125 μl) was added to the reaction mixture, and the mixture was stirred for further 3 h. The reaction mixture was diluted with DCM, and washed with saturated NaHCO3 solution. The DCM layer was separated, dried over Na2SO4 and concentrated in vacuo to give the title compound (150 mg) as a yellow solid.

Workup

  1. stirringthe mixture was stirred for further 3 h
  2. washwashed with saturated NaHCO3 solution
  3. customThe DCM layer was separated
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5b64dca200b148f6a7440fd4b733ab2e
Source dataset
uspto-grants-2016_06
Patent number
US09365540B2

Reaction notes

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