Benzyl chloroformate → [3-Fluoro-4-(4-methyl-[1,2,3]triazol-1-yl)-phenyl]-carbamic acid benzyl ester

HRID 1452574Notes

Reaction equation

HRID 1452574 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH2:14])[CH:5]=[CH:6][C:7]=1[N:8]1[CH:12]=[C:11]([CH3:13])[N:10]=[N:9]1.Cl[C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17]>>[CH2:19]([O:18][C:16](=[O:17])[NH:14][C:4]1[CH:5]=[CH:6][C:7]([N:8]2[CH:12]=[C:11]([CH3:13])[N:10]=[N:9]2)=[C:2]([F:1])[CH:3]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 10387Benzyl chloroformateHCID 575269893-Fluoro-4-(4-methyl-[1,2,3]triazol-1-yl)-phenylamine2×

Product 1

HCID 57526959[3-Fluoro-4-(4-methyl-[1,2,3]triazol-1-yl)-phenyl]-carbamic acid benzyl esterYield 94.8%

Procedure

3-Fluoro-4-(4-methyl-[1,2,3]triazol-1-yl)-phenylamine (Intermediate 21) (34.8 g, 0.181 mol) and benzyl chloroformate (34 mL, 0.238 mol) were reacted following the procedure for Intermediate 26. The crude product obtained by filtration was dried in vacuo and triturated with chloroform/hexanes (250 ml/500 ml) to give the title compound as a colourless solid (56 g).

Workup

  1. customThe crude product obtained by filtration
  2. customwas dried in vacuo
  3. customtriturated with chloroform/hexanes (250 ml/500 ml)

Sources & evidence

ORD record
ord-713a69ded6074c5fb72ce6c5fb840b3e
Source dataset
uspto-grants-2009_01
Patent number
US07473699B2

Reaction notes

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