Triethylamine → HCID 86649422, compound

HRID 2098090Notes

Reaction equation

HRID 2098090 reaction equation
Br[C:2]1[CH:8]=[C:7]([O:9][C:10]([F:13])([F:12])[F:11])[CH:6]=[CH:5][C:3]=1[NH2:4].C(N(CC)CC)C.CC1C=CC=CC=1P(C1C=CC=CC=1C)C1C=CC=CC=1C.[C:43]([O:47][CH2:48][CH3:49])(=[O:46])[CH:44]=[CH2:45]>CN(C=O)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[NH2:4][C:3]1[CH:5]=[CH:6][C:7]([O:9][C:10]([F:13])([F:12])[F:11])=[CH:8][C:2]=1/[CH:45]=[CH:44]/[C:43]([O:47][CH2:48][CH3:49])=[O:46]

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 8821Ethyl AcrylateHCID 80271Tri-o-tolylphosphineHCID 6882962-Bromo-4-(trifluoromethoxy)aniline

Product 1

HCID 86649422HCID 86649422, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

To a mixture of 2-bromo-4-(trifluoromethoxy)aniline (1.00 mmol), triethylamine (1.5 mmol) and P(o-tol)3 (0.40 mmol) in DMF (0.5 M) in a glass pressure tube under nitrogen gas were added ethyl acrylate (1.0 mmol) and palladium acetate (0.20 mmol). The tube was sealed and heated to 120° C. for 18 h. The resulting solution was concentrated under vacuum and purified by column chromatography. Retention time (min)=2.467, method [1], MS (ESI) 276.1 (M+H).

Workup

  1. customThe tube was sealed
  2. concentrationThe resulting solution was concentrated under vacuum
  3. custompurified by column chromatography

Sources & evidence

ORD record
ord-8504a35d9dcc43be98893bd1eda368de
Source dataset
uspto-grants-2013_05
Patent number
US08450363B2

Reaction notes

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