Hydrochloric Acid → HCID 11394505, compound

HRID 2084972Notes

Reaction equation

HRID 2084972 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([N:15]2[CH:21]([C:22]([NH:24][OH:25])=[O:23])[CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][CH2:16]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:7]=[CH:8][C:9]([S:12]([N:15]2[CH:21]([C:22]([NH:24][OH:25])=[O:23])[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)(=[O:13])=[O:14])=[CH:10][CH:11]=1)[C:2]#[C:3][CH3:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22644837HCID 22644837, compound2×

Product 1

HCID 11394505HCID 11394505, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To the product of Example 291, tert-butyl 4-{[4-(2-butynyloxy)phenyl]sulfonyl}-5-[(hydroxyamino)carbonyl]-1,4-diazepane-1-carboxylate (0.32 g, 0.68 mmol), was added 4N hydrochloric acid in dioxane (9 mL). After 10 min the reaction mixture was concentrated in vacuo. Trituration of the residue with diethyl ether gave 4-{[4-(2-butynyloxy)phenyl]sulfonyl}-N-hydroxy-1,4-diazepane-5-carboxamide as an off-white powder (0.27 g). Electrospray Mass Spec 368.2 (M+H)+.

Workup

  1. concentrationAfter 10 min the reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-27c1358d16fd43e985fc8bbca092049c
Source dataset
uspto-grants-2004_04
Patent number
US06716833B2

Reaction notes

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