Triethylamine → HCID 69411206, compound

HRID 970047Notes

Reaction equation

HRID 970047 reaction equation
FC(F)(F)S(O[C:7]1[CH:8]=[CH:9][C:10]2[CH:16]=[CH:15][C:14]3[CH:17]=[CH:18][CH:19]=[CH:20][C:13]=3[C:12](=[O:21])[C:11]=2[CH:22]=1)(=O)=O.[Cl:25][C:26]1[CH:35]=[C:34]2[C:29]([CH:30]=[CH:31][C:32]([CH:36]=[CH2:37])=[N:33]2)=[CH:28][CH:27]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br-].[Li+].C(N(CC)CC)C>CN(C)C=O.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[Cl:25][C:26]1[CH:35]=[C:34]2[C:29]([CH:30]=[CH:31][C:32](/[CH:36]=[CH:37]/[C:7]3[CH:8]=[CH:9][C:10]4[CH:16]=[CH:15][C:14]5[CH:17]=[CH:18][CH:19]=[CH:20][C:13]=5[C:12](=[O:21])[C:11]=4[CH:22]=3)=[N:33]2)=[CH:28][CH:27]=1

Participants

8

Reactant 5

HCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 82050Lithium BromideHCID 107028207-CHLORO-2-VINYLQUINOLINEHCID 59018481HCID 59018481, compound

Product 1

HCID 69411206HCID 69411206, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

In 30 ml of N,N-dimethylformamide were dissolved 0.89 g (2.5 mmol) of 3-trifluoromethanesulfonyloxy-5H-dibenzo[a,d]cyclohepten-5-one and 0.48 g (2.5 mmol) of 7-chloro-2-vinyl quinoline, and then, 100 mg (0.5 mmol) of palladium acetate, 420 mg (1.6 mmol) of triphenylphosphine and 2.1 g (24 mmol) of lithium bromide were added to the mixture and the atmosphere thereof was made nitrogen. Then, 5.0 ml (36 mmol) of triethylamine was added to the mixture, and the resulting mixture was stirred under nitrogen atmosphere at 120° C. for 10 hours.

Sources & evidence

ORD record
ord-1fc1525cf00f43a8911c6210eed61521
Source dataset
uspto-grants-2007_12
Patent number
US07309718B2

Reaction notes

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