Hydrochloric Acid → HCID 22644888, compound

HRID 2084969Notes

Reaction equation

HRID 2084969 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([NH:15][C:16]2([C:29]([NH:31][OH:32])=[O:30])[CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17]2)(=[O:14])=[O:13])=[CH:8][CH:7]=1)[C:2]#[C:3][CH3:4].Cl>O1CCOCC1>[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([NH:15][C:16]2([C:29]([NH:31][OH:32])=[O:30])[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)(=[O:13])=[O:14])=[CH:8][CH:7]=1)[C:2]#[C:3][CH3:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22645006HCID 22645006, compound

Product 1

HCID 22644888HCID 22644888, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of tert-butyl 4-({[4-(2-butynyloxy)phenyl]sulfonyl}amino)-4-[(hydroxyamino)carbonyl]-1-piperidinecarboxylate (0.114 g) from Example 287, in dioxane (1 mL) was added 4N hydrochloric acid in dioxane (2 mL). After 4 hours the reaction mixture was concentrated in vacuo. Trituration with dichloromethane and diethyl ether gave 4-({[4-(2-butynyloxy)phenyl]sulfonyl}amino)-N-hydroxy-4-piperidinecarboxamide as an off-white powder. Electrospray Mass Spec 368.2 (M+H)+.

Workup

  1. concentrationAfter 4 hours the reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-54b41f2e3f6840c195705ba1068c0d9e
Source dataset
uspto-grants-2004_04
Patent number
US06716833B2

Reaction notes

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