Hydrogen chloride-ethyl acetate → HCID 86681873, compound

HRID 1616078Notes

Reaction equation

HRID 1616078 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([S:8]([CH3:11])(=[O:10])=[O:9])[CH:5]=[CH:4][C:3]=1[NH:12][C:13]1[C:14]2[O:21][CH:20]=[C:19]([CH:22]3[CH2:27][CH2:26][N:25](C(OC(C)(C)C)=O)[CH2:24][CH2:23]3)[C:15]=2[N:16]=[CH:17][N:18]=1.[ClH:35].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:35].[F:1][C:2]1[CH:7]=[C:6]([S:8]([CH3:11])(=[O:9])=[O:10])[CH:5]=[CH:4][C:3]=1[NH:12][C:13]1[C:14]2[O:21][CH:20]=[C:19]([CH:22]3[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]3)[C:15]=2[N:16]=[CH:17][N:18]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 565919001-Piperidinecarboxylic acid, 4-[4-[[2-fluoro-4-(methylsulfonyl)phenyl]amino]furo[3,2-d]pyrimidin-7-yl]-, 1,1-dimethylethyl ester

Product 1

HCID 86681873HCID 86681873, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

tert-butyl 4-(4-{[2-fluoro-4-(methylsulfonyl)phenyl]amino}furo[3,2-d]pyrimidin-7-yl)piperidine-1-carboxylate was suspended in ethyl acetate (3 mL), 4 N hydrochloric acid/ethyl acetate (3 mL) was added slowly under ice-cooling, followed by stirring at room temperature for 1 hour. After separation by filtration, washing was conducted by using ethyl acetate and diethyl ether to give N-[2-fluoro-4-(methylsulfonyl)phenyl]-7-(piperidin-4-yl)furo[3,2-d]pyrimidine-4-amine hydrochloride (267 mg) as a brown solid.

Workup

  1. temperaturecooling
  2. customAfter separation
  3. filtrationby filtration
  4. washwashing

Sources & evidence

ORD record
ord-210e5ae6cafd4d07a2410bb6fe909cce
Source dataset
uspto-grants-2014_07
Patent number
US08765771B2

Reaction notes

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