Dimethylacetamide → HCID 66701156, compound

HRID 1253696Notes

Reaction equation

HRID 1253696 reaction equation
[CH2:1]1[C:5]2([CH2:10][CH2:9][NH:8][CH2:7][CH2:6]2)[CH2:4][CH2:3][N:2]1[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12].Cl[C:19]1[N:24]=[CH:23][CH:22]=[CH:21][N:20]=1.CCN(C(C)C)C(C)C.CC(N(C)C)=O>O1CCOCC1>[N:20]1[CH:21]=[CH:22][CH:23]=[N:24][C:19]=1[N:8]1[CH2:7][CH2:6][C:5]2([CH2:1][N:2]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:3][CH2:4]2)[CH2:10][CH2:9]1

Participants

6

Reactant 4

HCID 31374DimethylacetamideHCID 744042-ChloropyrimidineHCID 81531DiisopropylethylamineHCID 34178604tert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylate

Product 1

HCID 66701156HCID 66701156, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A stirred mixture of tert-butyl 2,8-diazaspiro[4.5]decane-2-carboxylate (0.2 mmol, 1 eq.), 2-chloropyrimidine (0.4 mmol, 2 eq.), DIPEA (2 eq.), DMA (2 eq.) in 1,4-dioxane (0.5 ml) was subjected to microwave radiation in a 10 ml pressure tube at 120° C. for 30 min. After concentration, the crude product was purified by column chromatography (silica gel, 20% ethyl acetate in hexane) in order to obtain the desired product. Yield: 51%

Workup

  1. customat 120° C.
  2. customfor 30 min
  3. concentrationAfter concentration
  4. customthe crude product was purified by column chromatography (silica gel, 20% ethyl acetate in hexane) in order

Sources & evidence

ORD record
ord-8d57c080cc8645d2a9aef6d6c63fc8e9
Source dataset
uspto-grants-2013_06
Patent number
US08455475B2

Reaction notes

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