Einecs 211-027-4 → 6-fluoro-9H-carbazole-1-carboxylic acid

HRID 1835481Notes

Reaction equation

HRID 1835481 reaction equation
C[O:2][C:3]([C:5]1[C:6](F)=[C:7]([C:11]2[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:12]=2[NH:18]C(=O)C(C)(C)C)[CH:8]=[CH:9][CH:10]=1)=[O:4].[Cl-].[NH+]1C=CC=CC=1>>[F:17][C:15]1[CH:16]=[C:11]2[C:12](=[CH:13][CH:14]=1)[NH:18][C:6]1[C:5]([C:3]([OH:2])=[O:4])=[CH:10][CH:9]=[CH:8][C:7]2=1

Participants

3

Reactant 2

HCID 69401Einecs 211-027-4HCID 699012432'-(2,2-Dimethyl-propionamido)-2,5'-difluoro-biphenyl-3-carboxylic acid methyl ester

Product 1

HCID 235036506-fluoro-9H-carbazole-1-carboxylic acidYield 76.7%

Conditions

Temperature
200 °C

Procedure

A mixture of 2′-(2,2-dimethyl-propionamido)-2,5′-difluoro-biphenyl-3-carboxylic acid methyl ester (92 mg) and pyridinium chloride (3.0 g) was stirred for 3 hours at 200° C., and then poured into ice-water. The suspension was stirred for 10 minutes. The precipitate was collected by filtration, washed with water and dried to give 6-fluoro-9H-carbazole-1-carboxylic acid (46 mg, 76.7%).

Workup

  1. stirringThe suspension was stirred for 10 minutes
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-de1d6778418f429eb2875ee1850052b7
Source dataset
uspto-grants-2004_08
Patent number
US06770667B1

Reaction notes

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