Hydrochloric Acid → HCID 51357551, compound

HRID 874277Notes

Reaction equation

HRID 874277 reaction equation
Cl.C(OC([N:9]1[CH2:12][C:11]2([CH2:21][C:20](=[O:22])[C:19]3[C:14](=[CH:15][CH:16]=[C:17](/[CH:23]=[CH:24]/[C:25]([NH:27][O:28]C4CCCCO4)=[O:26])[CH:18]=3)[O:13]2)[CH2:10]1)=O)(C)(C)C>O1CCOCC1.C(Cl)Cl>[O:22]=[C:20]1[C:19]2[C:14](=[CH:15][CH:16]=[C:17](/[CH:23]=[CH:24]/[C:25]([NH:27][OH:28])=[O:26])[CH:18]=2)[O:13][C:11]2([CH2:12][NH:9][CH2:10]2)[CH2:21]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86671981HCID 86671981, compound

Product 1

HCID 51357551HCID 51357551, compoundYield 72%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

4 M HCl in dioxane (1.90 ml) was added dropwise to a solution of (E)-3-[1′-tert-butoxycarbonyl-4-oxo-spiro(chromane-2,3′-azetidine)-6-yl]-N-(tetrahydro-pyran-2-yloxy)-acrylamide (360 mg, 0.78 mmol) in DCM (14 ml). The mixture was stirred at RT overnight. The formed precipitate was filtered off, washed with DCM, dried under vacuum to give (E)-3-[4-oxo-spiro(chromane-2,3′-azetidine)-6-yl]-N-hydroxy-acrylamide (154 mg, hydrochloride salt) as a white solid.

Workup

  1. filtrationThe formed precipitate was filtered off
  2. washwashed with DCM
  3. customdried under vacuum

Sources & evidence

ORD record
ord-c8bb88bb1c8c47a789aeafebe8f3d433
Source dataset
uspto-grants-2015_03
Patent number
US08980877B2

Reaction notes

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