3-(Trifluoromethyl)phenol → HCID 67367227, compound

HRID 1877373Notes

Reaction equation

HRID 1877373 reaction equation
Cl[C:2]1[N:10]=[CH:9][C:8]([F:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].FC(F)(F)C1C=C(O)C=CC=1.[Cl:23][C:24]1[CH:25]=[C:26]([OH:31])[CH:27]=[CH:28][C:29]=1[F:30]>>[Cl:23][C:24]1[CH:25]=[C:26]([CH:27]=[CH:28][C:29]=1[F:30])[O:31][C:2]1[N:10]=[CH:9][C:8]([F:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 3

HCID 73763-(Trifluoromethyl)phenolHCID 757903-Chloro-4-fluorophenolHCID 114352432-Chloro-5-fluoronicotinic acid

Product 1

HCID 67367227HCID 67367227, compound

Procedure

2-(3-Chloro-4-fluoro-phenoxy)-5-fluoro-nicotinic acid was prepared in analogy to Example 1, Step 1, replacing 2-chloro-nicotinic acid with 2-chloro-5-fluoro-nicotinic acid ([CAS RN 38186-88-8]) and 3-trifluoromethyl-phenol with 3-chloro-4-fluoro-phenol ([CAS RN 2613-23-2]). 1H NMR (400 MHz, DMSO): δ7.16-7.19 (m, 1H), 7.44-7.48 (m, 2H), 8.19 (dd, J=8.1 Hz, J=3.2 Hz, 1H), 8.35 (d, J=3.2 Hz, 1H), 13.60 (s, 1H). 19F NMR (376.5 MHz, DMSO): −121.6, −134.8. MS (ISN): 283.8 [M−H]−.

Sources & evidence

ORD record
ord-35cafee66f824686b12ad7f72120dc0a
Source dataset
uspto-grants-2012_11
Patent number
US08309734B2

Reaction notes

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