HCID 22459185, compound → HCID 86623474, compound

HRID 2176924Notes

Reaction equation

HRID 2176924 reaction equation
[C:1](OC(=NC1CCCCC1)NC1CCCCC1)([CH3:4])([CH3:3])[CH3:2].[Cl:21][C:22]1[CH:27]=[C:26]([CH2:28][C:29]([OH:31])=[O:30])[CH:25]=[CH:24][N:23]=1>C(Cl)Cl>[Cl:21][C:22]1[CH:27]=[C:26]([CH2:28][C:29]([O:31][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:30])[CH:25]=[CH:24][N:23]=1

Participants

4

Reactant 2

HCID 22459185HCID 22459185, compoundHCID 24729521(2-Chloropyridin-4-yl)acetic acid

Product 1

HCID 86623474HCID 86623474, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound 2-tert-butyl-1,3-dicyclohexylisourea (650 mg, 2.30 mmol) was added to a solution of 2-(2-chloropyridin-4-yl)acetic acid (200 mg, 1.16 mmol) in DCM (5 ml) at room temperature. The reaction mixture was stirred for 24 h, filtered, washed with DCM (5 ml) and saturated sodium bicarbonate solution (10 ml). The solvent was evaporated in vacuum to afford 200 mg (77%) of tert-butyl 2-(2-chloropyridin-4-yl)acetate as a colorless liquid.

Workup

  1. filtrationfiltered
  2. washwashed with DCM (5 ml) and saturated sodium bicarbonate solution (10 ml)
  3. customThe solvent was evaporated in vacuum

Sources & evidence

ORD record
ord-033ca147b90f4b19acc5b650a4a49525
Source dataset
uspto-grants-2015_06
Patent number
US09067888B2

Reaction notes

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