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Chloroform → HCID 58293353, compound

HRID 1912435
Notes
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Reaction equation

HRID 1912435 reaction equation
C(OC([N:8]1[C:11]2([CH2:15][CH2:14][N:13]([C:16]3[C:17]4[CH:24]=[CH:23][NH:22][C:18]=4[N:19]=[CH:20][N:21]=3)[CH2:12]2)[CH:10]([CH3:25])[CH2:9]1)=O)(C)(C)C.Cl.O1CCOCC1.C(Cl)(Cl)Cl>CO>[CH3:25][CH:10]1[C:11]2([CH2:15][CH2:14][N:13]([C:16]3[C:17]4[CH:24]=[CH:23][NH:22][C:18]=4[N:19]=[CH:20][N:21]=3)[CH2:12]2)[NH:8][CH2:9]1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 6212ChloroformHCID 204431481,4-Dioxane hydrochlorideHCID 58293344HCID 58293344, compound

Product 1

HCID 58293353HCID 58293353, compoundYield 138.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

An optically-active compound of 3-methyl-6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.4]octane-1-carboxylic acid tert-butyl ester (9.5 g) was mixed with 4M hydrochloric acid-1,4-dioxane (50 ml), chloroform (50 ml) and methanol (100 ml), and the mixture was stirred at 60° C. for 30 minutes. The mixture was concentrated under reduced pressure, and azeotroped with toluene to give the titled compound (9.3 g).

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customazeotroped with toluene

Sources & evidence

ORD record
ord-be96e64faea64457b7aec028c3f385e5
Source dataset
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08609647B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes