Triethylamine → HCID 67513216, compound

HRID 538005Notes

Reaction equation

HRID 538005 reaction equation
I[C:2]1[C:10]2[C:5](=[N:6][CH:7]=[C:8]([C:11]3[CH:12]=[N:13][N:14]([CH3:16])[CH:15]=3)[N:9]=2)[N:4]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH:3]=1.[CH3:24][Si:25]([C:28]#[CH:29])([CH3:27])[CH3:26].C(N(CC)CC)C>C1COCC1.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>[CH3:16][N:14]1[CH:15]=[C:11]([C:8]2[N:9]=[C:10]3[C:2]([C:29]#[C:28][Si:25]([CH3:27])([CH3:26])[CH3:24])=[CH:3][N:4]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[C:5]3=[N:6][CH:7]=2)[CH:12]=[N:13]1

Participants

7

Reactant 3

HCID 8471TriethylamineHCID 66111TrimethylsilylacetyleneHCID 68026255HCID 68026255, compound

Product 1

HCID 67513216HCID 67513216, compound

Reagents, catalysts & solvents 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 178418476HCID 178418476, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

2.4 Reaction of tert-butyl 7-iodo-2-(1-methyl-1H-pyrazol-4-yl)pyrrolo-[2,3-b]pyrazine-5-carboxylate with bis(triphenylphosphine)palladium dichloride, copper(I) iodide, trimethylsilylacetylene and triethylamine in THF analogously to Example 1.3 gives tert-butyl 2(1-methylpyrazol-4-yl)-7-(2-trimethylsilylethynyl)pyrrolo[2,3-b]pyrazine-5-carboxylate.

Sources & evidence

ORD record
ord-49d48717f4f14b56b28a334c41cc3db8
Source dataset
uspto-grants-2014_10
Patent number
US08865715B2

Reaction notes

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