Hydrochloric Acid → HCID 9905160, compound

HRID 278312Notes

Reaction equation

HRID 278312 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]([S:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:27]#[C:28][CH3:29])=[CH:21][CH:20]=2)([C:14](=[O:17])[NH:15][OH:16])[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>O1CCOCC1>[OH:16][NH:15][C:14]([C:11]1([S:18][C:19]2[CH:20]=[CH:21][C:22]([O:25][CH2:26][C:27]#[C:28][CH3:29])=[CH:23][CH:24]=2)[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)=[O:17]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 9845056HCID 9845056, compound

Product 1

HCID 9905160HCID 9905160, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4-(4-But-2-ynyloxy-phenylsulfanyl)-4-hydroxycarbamoyl-piperidine-1-carboxylic acid tert-butyl ester, prepared by the method outlined in Example 14 (Step 3) (0.175 g, 0.4 mmol), was treated with 4N hydrochloric acid in dioxane (5 mL) at 25 ° C. for 1 h 15 min. The reaction mixture was concentrated in vacuo, diethyl ether was added and the resulting precipitate isolated by filtration to give 4-(4-but-2-ynyloxy-phenylsulfanyl)-piperidine-4-carboxylic acid hydroxyamide as a white solid (0.12 g). Electrospray Mass Spectroscopy: ((M+H)+=321)

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo, diethyl ether
  2. additionwas added
  3. customthe resulting precipitate isolated by filtration

Sources & evidence

ORD record
ord-f8d34e6ac63d43b9b16d752561753ea7
Source dataset
uspto-grants-2002_03
Patent number
US06358980B1

Reaction notes

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