Hydrochloric Acid → HCID 51357826, compound

HRID 874308Notes

Reaction equation

HRID 874308 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][C:10]2([NH:18][C:17](=[O:19])[C:16]3[CH:20]=[C:21](/[CH:24]=[CH:25]/[C:26]([NH:28][O:29]C4CCCCO4)=[O:27])[CH:22]=[CH:23][C:15]=3[O:14]2)[CH2:9]1)=O)(C)(C)C.Cl>C(Cl)Cl.O1CCOCC1>[O:19]=[C:17]1[C:16]2[CH:20]=[C:21](/[CH:24]=[CH:25]/[C:26]([NH:28][OH:29])=[O:27])[CH:22]=[CH:23][C:15]=2[O:14][C:10]2([CH2:11][CH2:12][CH2:13][NH:8][CH2:9]2)[NH:18]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86671990HCID 86671990, compound

Product 1

HCID 51357826HCID 51357826, compoundYield 68.6%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of (±)-(E)-3-{1′-tert-butoxycarbonyl-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,3′-piperidin]-6-yl}-N-(tetrahydro-pyran-2-yloxy)-acrylamide (360 mg, 0.74 mmol) in DCM (14 ml) was treated with 4 M HCl in dioxane (1.9 ml) as described in Example 30, STEP C to give (±)-(E)-3-{3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,3′-piperidin]-6-yl}-N-hydroxy-acrylamide (154 mg, hydrochloride salt) as a white solid.

Sources & evidence

ORD record
ord-e6bdbff5ffe24cad96898d706a3faf99
Source dataset
uspto-grants-2015_03
Patent number
US08980877B2

Reaction notes

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