Triethylamine → HCID 54215806, compound

HRID 1018657Notes

Reaction equation

HRID 1018657 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:13][CH2:14][NH:15][C:16](=[O:27])[C@@H:17]([NH:21][S:22]([CH2:25][CH3:26])(=[O:24])=[O:23])[CH:18]([CH3:20])[CH3:19])[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][C:11]#[CH:12].I[C:29]1[S:30][CH:31]=[CH:32][CH:33]=1.C(N(CC)CC)C>C(Cl)(Cl)Cl.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Cu]I>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:13][CH2:14][NH:15][C:16](=[O:27])[C@@H:17]([NH:21][S:22]([CH2:25][CH3:26])(=[O:24])=[O:23])[CH:18]([CH3:20])[CH3:19])[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][C:11]#[C:12][C:29]1[S:30][CH:31]=[CH:32][CH:33]=1

Participants

7

Reactant 3

HCID 8471TriethylamineHCID 189212-IodothiopheneHCID 54353041HCID 54353041, compound

Product 1

HCID 54215806HCID 54215806, compound

Reagents, catalysts & solvents 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 178418476HCID 178418476, compoundCatalystHCID 6212ChloroformSolvent

Conditions

Temperature
60 °C

Procedure

2 g of (S)-2-(ethylsulfonyl-amino)-3-methyl-butyric acid N-[2-(3-methoxy-4-propargyloxy-phenyl)-ethyl]-amide, 2.1 g of 2-iodothiophene and 2 ml of triethylamine are heated to 40° C. in 50 ml of chloroform. 70 mg of bis(triphenylphosphine)palladium(II) chloride and 32 mg of copper(I) iodide are added thereto. The reaction mixture is stirred for one hour at 60° C.

Sources & evidence

ORD record
ord-ac43eddc16cb43008ffa85efe97ade7e
Source dataset
uspto-grants-2002_11
Patent number
US06482859B1

Reaction notes

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