2-Methyl-3-butyn-2-ol → HCID 60164162, compound

HRID 1398500Notes

Reaction equation

HRID 1398500 reaction equation
I[C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[N:7][N:8]2[C:11]2[N:16]=[CH:15][N:14]=[C:13]([NH:17][C:18]3[C:19]([O:24][CH3:25])=[N:20][CH:21]=[CH:22][CH:23]=3)[N:12]=2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:33][C:34]([OH:38])([C:36]#[CH:37])[CH3:35]>[Cu]I.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.C1COCC1>[CH3:25][O:24][C:19]1[C:18]([NH:17][C:13]2[N:14]=[CH:15][N:16]=[C:11]([N:8]3[C:9]4[C:5](=[CH:4][CH:3]=[C:2]([C:37]#[C:36][C:34]([CH3:35])([OH:38])[CH3:33])[CH:10]=4)[CH:6]=[N:7]3)[N:12]=2)=[CH:23][CH:22]=[CH:21][N:20]=1

Participants

7

Reactant 3

HCID 82582-Methyl-3-butyn-2-olHCID 8471TriethylamineHCID 68181751HCID 68181751, compound

Product 1

HCID 60164162HCID 60164162, compound

Reagents, catalysts & solvents 3

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

Procedure

To a pressure tube was added 4-(6-iodo-1H-indazol-1-yl)-N-(2-methoxypyridin-3-yl)-1,3,5-triazin-2-amine (100 mg, 0.22 mmol), followed by triethylamine (0.7 mL) and THF (0.7 mL). Copper(I) iodide (4.28 mg, 0.022 mmol), PdCl2(PPh3)2 (15.76 mg, 0.022 mmol) and 2-methylbut-3-yn-2-ol (0.04 ml, 0.45 mmol) were then added and the reaction vessel was sealed and stirred at RT for 1 hr.

Workup

  1. customthe reaction vessel was sealed

Sources & evidence

ORD record
ord-65d3d917cb814e1f89ae39610d7883ad
Source dataset
uspto-grants-2014_12
Patent number
US08901313B2

Reaction notes

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