Triethylamine hydrochloride → HCID 178463011, compound

HRID 1966847Notes

Reaction equation

HRID 1966847 reaction equation
[CH:1]1([NH:7][C:8]2[C:13]([C:14]3[CH2:18][C:17]4([CH2:23][CH2:22][CH:21]([C:24]#[N:25])[CH2:20][CH2:19]4)[O:16][N:15]=3)=[CH:12][N:11]=[C:10]3[N:26]([CH2:30][CH3:31])[N:27]=[C:28](C)[C:9]=23)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N-:32]=[N+:33]=[N-:34].[Na+].Cl.C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH:1]1([NH:7][C:8]2[C:9]3[CH:28]=[N:27][N:26]([CH2:30][CH3:31])[C:10]=3[N:11]=[CH:12][C:13]=2[C:14]2[CH2:18][C:17]3([CH2:23][CH2:22][CH:21]([C:24]4[NH:34][N:33]=[N:32][N:25]=4)[CH2:20][CH2:19]3)[O:16][N:15]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 11130Triethylamine hydrochlorideHCID 33557Sodium AzideHCID 66732700HCID 66732700, compound

Product 1

HCID 178463011HCID 178463011, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3-[4-(Cyclohexylamino)-1-ethyl-1H-pyrazolo[3,4-b]pyridin-5-yl]-1-oxa-2-azaspiro[4.5]dec-2-ene-8-carbonitrile (0.00098 mole) (example 40), sodium azide (0.00147 mole) and triethyl amine hydrochloride (0.00147 mol) is taken in toluene. The reaction mixture is refluxed overnight. Toluene is removed and water is added. The extraction is done with ethyl acetate. The organic layer is washed with brine, dried and concentrated under reduced pressure to give crude compound, which is purified by column chromatography

Workup

  1. temperatureThe reaction mixture is refluxed overnight
  2. customToluene is removed
  3. additionwater is added
  4. extractionThe extraction
  5. washThe organic layer is washed with brine
  6. customdried
  7. concentrationconcentrated under reduced pressure
  8. customto give crude compound, which
  9. customis purified by column chromatography

Sources & evidence

ORD record
ord-90ae00d14c1a4ec59d2bed8a74978feb
Source dataset
uspto-grants-2013_04
Patent number
US08420666B2

Reaction notes

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