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Ammonium Acetate → HCID 178442439, compound

HRID 425398
Notes
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Reaction equation

HRID 425398 reaction equation
C([O-])(=O)C.[NH4+:5].[C:6]([NH:9][CH:10]([C:32]([NH:34][CH2:35][C:36](=O)[CH2:37][C:38]([CH3:42])([CH3:41])[CH2:39][CH3:40])=O)[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[C:19]([NH:24][C:25](=[O:31])[O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[N:20][N:21]([CH3:23])[CH:22]=2)=[CH:14][CH:13]=1)(=[O:8])[CH3:7]>C1(C)C(C)=CC=CC=1>[C:27]([O:26][C:25](=[O:31])[NH:24][C:19]1[C:18]([C:15]2[CH:16]=[CH:17][C:12]([CH2:11][CH:10]([NH:9][C:6](=[O:8])[CH3:7])[C:32]3[NH:34][CH:35]=[C:36]([CH2:37][C:38]([CH3:41])([CH3:42])[CH2:39][CH3:40])[N:5]=3)=[CH:13][CH:14]=2)=[CH:22][N:21]([CH3:23])[N:20]=1)([CH3:29])([CH3:30])[CH3:28]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 86637804tert-butyl [4-(4-{2-(acetylamino)-3-[(4,4-dimethyl-2-oxohexyl)amino]-3-oxopropyl}phenyl)-1-methyl-1H-pyrazol-3-yl]carbamate

Product 1

HCID 178442439HCID 178442439, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
150 °C

Procedure

Ammonium acetate (1.17 g, 15.2 mmol) was added to an ambient temperature solution of tert-butyl [4-(4-{2-(acetylamino)-3-[(4,4-dimethyl-2-oxohexyl)amino]-3-oxopropyl}phenyl)-1-methyl-1H-pyrazol-3-yl]carbamate (160 mg, 0.30 mmol) in xylene (5 mL). After stirring at 150° C. for 1 h, the reaction mixture was quenched with saturated aqueous sodium bicarbonate and extracted with ethyl acetate and methylene chloride. The combined organic extracts were dried (magnesium sulfate) and concentrated in vacuo. Chromatography over silica eluting with 0-100% acetone/methylene chloride afforded the title compound. (M+H) found: 509.

Workup

  1. customthe reaction mixture was quenched with saturated aqueous sodium bicarbonate
  2. extractionextracted with ethyl acetate and methylene chloride
  3. dry with materialThe combined organic extracts were dried (magnesium sulfate)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-726f36e91fc0455bbc4b32a1386186c0
Source dataset
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08106070B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes