Potassium tert-butoxide → HCID 69199602, compound

HRID 746385Notes

Reaction equation

HRID 746385 reaction equation
CC(C)([O-])C.[K+].[CH2:7]([N:11]1[C:15]2[C:16](=[O:33])[N:17](CCS(C3C=CC=CC=3)(=O)=O)[N:18]([CH3:21])[C:19](=[O:20])[C:14]=2[N:13]=[C:12]1[N:34]1[CH2:39][CH2:38][CH2:37][C@@H:36]([NH:40][C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])[CH2:35]1)[C:8]#[C:9][CH3:10]>O1CCCC1.O>[CH2:7]([N:11]1[C:15]2[C:16](=[O:33])[NH:17][N:18]([CH3:21])[C:19](=[O:20])[C:14]=2[N:13]=[C:12]1[N:34]1[CH2:39][CH2:38][CH2:37][C@@H:36]([NH:40][C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])[CH2:35]1)[C:8]#[C:9][CH3:10]

Participants

5

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 69202294HCID 69202294, compound

Product 1

HCID 69199602HCID 69199602, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

0.11 g potassium-tert-butoxide are added to a solution of 0.52 g of (R)-1-(but-2-ynyl)-2-(3-tert-butoxycarbonylamino-piperidin-1-yl)-5-methyl-6-(2-phenylsulphonyl-ethyl)-5,6-dihydro-1H-imidazo[4,5-d]pyridazine-4,7-dione in 5 ml of tetrahydrofuran. The solution is stirred for 10 min at ambient temperature and then diluted with water. It is extracted three times with ethyl acetate, the combined organic phases are dried over sodium sulphate, and the solvent is then removed. The residue is purified by chromatography on silica gel (cyclohexane/ethyl acetate).

Workup

  1. extractionIt is extracted three times with ethyl acetate
  2. dry with materialthe combined organic phases are dried over sodium sulphate
  3. customthe solvent is then removed
  4. customThe residue is purified by chromatography on silica gel (cyclohexane/ethyl acetate)

Sources & evidence

ORD record
ord-55edb895344447d0a2aedd9fe8c0ee27
Source dataset
uspto-grants-2008_07
Patent number
US07393847B2

Reaction notes

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