Methyl 6-chloro-4-(trifluoromethyl)nicotinate → Methyl 6-[2-(3-methoxypropyl)phenyl]-4-(trifluoromethyl)nicotinate

HRID 2194896Notes

Reaction equation

HRID 2194896 reaction equation
Cl[C:2]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][N:3]=1.[CH3:16][O:17][CH2:18][CH2:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1B(O)O>>[CH3:16][O:17][CH2:18][CH2:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[C:2]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 2775340Methyl 6-chloro-4-(trifluoromethyl)nicotinateHCID 58083347[2-(3-Methoxypropyl)phenyl]boronic acid

Product 1

HCID 67447798Methyl 6-[2-(3-methoxypropyl)phenyl]-4-(trifluoromethyl)nicotinate

Procedure

Prepared according to the procedure described in EXAMPLE 1, step 1 using commercially available methyl 6-chloro-4-(trifluoromethyl)nicotinate and [2-(3-methoxypropyl)phenyl]boronic acid from EXAMPLE 3, step 1 as starting materials. Purification by column chromatography on silica gel, eluting with Hex/EtOAc 10% afforded the desired compound as a colorless oil.

Workup

  1. customPrepared
  2. customPurification by column chromatography on silica gel
  3. washeluting with Hex/EtOAc 10%

Sources & evidence

ORD record
ord-e4e773325327491593c8435d9b953102
Source dataset
uspto-grants-2012_12
Patent number
US08334308B2

Reaction notes

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