Tetramethyltin → HCID 57930922, compound

HRID 1097002Notes

Reaction equation

HRID 1097002 reaction equation
[CH3:1][Sn](C)(C)C.Cl[C:7]1[N:12]=[CH:11][C:10]([C:13]2[CH:14]=[C:15]3[C:32](=[CH:33][CH:34]=2)[O:31][C:18]2([CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]2)[CH2:17][C:16]3=[O:35])=[CH:9][C:8]=1[C:36]([O:38][CH3:39])=[O:37]>O1CCOCC1.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>[CH3:39][O:38][C:36]([C:8]1[CH:9]=[C:10]([C:13]2[CH:14]=[C:15]3[C:32](=[CH:33][CH:34]=2)[O:31][C:18]2([CH2:19][CH2:20][N:21]([C:24]([O:26][C:27]([CH3:29])([CH3:30])[CH3:28])=[O:25])[CH2:22][CH2:23]2)[CH2:17][C:16]3=[O:35])[CH:11]=[N:12][C:7]=1[CH3:1])=[O:37]

Participants

5

Reactant 2

HCID 11661TetramethyltinHCID 57931016HCID 57931016, compound

Product 1

HCID 57930922HCID 57930922, compound

Reagents, catalysts & solvents 2

HCID 178418476HCID 178418476, compoundCatalystHCID 312751,4-DioxaneSolvent

Conditions

Temperature
180 °C

Procedure

The mixture of tetramethyltin (1.14 ml), and PdCl2(PPh3)2 (97 mg), tert-butyl 6-[6-chloro-5-(methoxycarbonyl)-3-pyridinyl]-4-oxospiro[chroman-2,4′-piperidine]-1′-carboxylate (1.35 g) in dioxane (13 ml) was stirred at 180° C. for 15 min under microwave irradiation. The reaction mixture was evaporated, and purified by silica gel chromatography (hexane/ethyl acetate) to give the intended compound.

Workup

  1. customThe reaction mixture was evaporated
  2. custompurified by silica gel chromatography (hexane/ethyl acetate)
  3. customto give the intended compound

Sources & evidence

ORD record
ord-d1999162602f48ac9e31d8a1ccde7758
Source dataset
uspto-grants-2012_03
Patent number
US08138197B2

Reaction notes

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