Triethylamine → HCID 10638499, compound

HRID 1603784Notes

Reaction equation

HRID 1603784 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)[CH:8]=1)[NH2:5].C(N(CC)CC)C.Cl[C:23]([O:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:24]>ClCCl>[F:1][C:2]1[CH:3]=[C:4]([NH:5][C:23](=[O:24])[O:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:6]=[C:7]([C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)[CH:8]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 154477873-Fluoro-5-(pyridin-3-yl)aniline

Product 1

HCID 10638499HCID 10638499, compoundYield 71.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-Fluoro-5-(pyrid-3-yl)aniline (1.05 g, 0.0050 mole) in dry dichloromethane was treated under argon with triethylamine (1.12 ml, 0.0080 mole) followed dropwise by phenyl chloroformate (0.97 ml, 0.0077 mole) and stirred at ambient temperature for 18 hours. The reaction mixture was washed (×2) with deionised water, dried (Na2SO4) and evaporated in vacuo to afford the title compound (1.1 g, 71%) as an off white solid.

Workup

  1. washThe reaction mixture was washed (×2) with deionised water
  2. dry with materialdried (Na2SO4)
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-9f374f7513d149fea70fe782e48f5679
Source dataset
uspto-grants-1999_11
Patent number
US05990133

Reaction notes

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