Sodium Carbonate → HCID 67077290, compound

HRID 1959564Notes

Reaction equation

HRID 1959564 reaction equation
O=S(Cl)[Cl:3].[CH2:5]([N:9]1[CH:13]=[CH:12][N:11]=[C:10]1[S:14][C:15]1[CH:16]=[N:17][CH:18]=[C:19]([Cl:23])[C:20]=1[CH2:21]O)[CH2:6][CH2:7][CH3:8].C([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl>[CH2:5]([N:9]1[CH:13]=[CH:12][N:11]=[C:10]1[S:14][C:15]1[CH:16]=[N:17][CH:18]=[C:19]([Cl:23])[C:20]=1[CH2:21][Cl:3])[CH2:6][CH2:7][CH3:8]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 24386Thionyl ChlorideHCID 67077495HCID 67077495, compound

Product 1

HCID 67077290HCID 67077290, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

SOCl2 (27 μL, 0.37 mmol) was added dropwise to a stirred solution of [3-(1-butyl-1H-imidazol-2-ylsulfanyl)-5-chloro-pyridin-4-yl]-methanol (22 mg, 0.74 mmol) in DCM (4 mL). After stirring for 1 h at room temperature, saturated aqueous Na2CO3 solution (5 mL) and DCM (5 mL) was added to the reaction mixture. The organic layer was dried over Na2SO4, filtered, and concentrated in vacuo. The resulting title compound was used for the next reaction without purification. MS (m/z): 316.1 [M+H+].

Workup

  1. dry with materialThe organic layer was dried over Na2SO4
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo
  4. customThe resulting title compound was used for the next reaction without purification

Sources & evidence

ORD record
ord-ef9a7009d0af412ea0cc8bb96b9f698e
Source dataset
uspto-grants-2013_04
Patent number
US08410134B2

Reaction notes

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