4-Chlorophenyl chloroformate → HCID 11965615, compound

HRID 906557Notes

Reaction equation

HRID 906557 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)=[O:3].[CH3:12][O:13][C:14](=[O:31])[C:15]1[CH:20]=[C:19]([CH:21]2[CH2:25][CH2:24][O:23][CH2:22]2)[C:18]([C:26]([F:29])([F:28])[F:27])=[CH:17][C:16]=1[NH2:30]>O1CCOCC1>[CH3:12][O:13][C:14](=[O:31])[C:15]1[CH:20]=[C:19]([CH:21]2[CH2:25][CH2:24][O:23][CH2:22]2)[C:18]([C:26]([F:28])([F:29])[F:27])=[CH:17][C:16]=1[NH:30][C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)=[O:3]

Participants

4

Reactant 2

HCID 1390594-Chlorophenyl chloroformateHCID 11965614HCID 11965614, compound

Product 1

HCID 11965615HCID 11965615, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

4-Chlorophenyl chloroformate (27.3 μL, 1.1 equiv) was added to a solution of 2-amino-5-(tetrahydro-furan-3-yl)-4-trifluoromethyl-benzoic acid methyl ester (51.3 mg, 0.18 mmol) in dioxane (500 μL). The mixture was then stirred for 2 h (TLC control) at 80° C. The mixture was evaporated to dryness. The product was used in the next step without further purification. (rt 6.87 min.)

Workup

  1. customThe mixture was evaporated to dryness
  2. customThe product was used in the next step without further purification
  3. custom(rt 6.87 min.)

Sources & evidence

ORD record
ord-c8aaa902ee194a2083b2ec99b9e5ff59
Source dataset
uspto-grants-2011_09
Patent number
US08012988B2

Reaction notes

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