Hydrochloric Acid → HCID 21928166, compound

HRID 1243785Notes

Reaction equation

HRID 1243785 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][CH2:15][CH:16]([OH:25])[C:17]2[CH:22]=[CH:21][N:20]=[C:19]([S:23][CH3:24])[N:18]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.CCOC(C)=O.[ClH:32]>O1CCOCC1>[ClH:32].[ClH:32].[CH3:24][S:23][C:19]1[N:18]=[C:17]([CH:16]([OH:25])[CH2:15][NH:14][CH:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[CH:22]=[CH:21][N:20]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 21064717HCID 21064717, compound

Product 1

HCID 21928166HCID 21928166, compoundYield 93.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4-[2-Hydroxy-2-(2-methylsulfanyl-pyrimidin-4-yl)-ethylamino]-piperidine-1-carboxylic acid tert-butyl ester (510.0 mg, 1.387 mmol) was dissolved into 3 mL of EtOAc and 3 mL of 4.0 M HCl in dioxane was added. The mixture was allowed to stir overnight with a white precipitate forming. The precipitate was triturated with 3×10 mL of EtOAc and dried under vacuum to give 441.4 mg, 93.2% of crude 1-(2-methylsulfanyl-pyrimidin-4-yl)-2-(piperidin-4-ylamino)-ethanol dihydrochloride salt. The material was carried on without further purification.

Workup

  1. additionwas added
  2. customforming
  3. customThe precipitate was triturated with 3×10 mL of EtOAc
  4. customdried under vacuum

Sources & evidence

ORD record
ord-08de07dd008b4b5182bc3a1e82ae4abf
Source dataset
uspto-grants-2006_10
Patent number
US07119102B2

Reaction notes

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