Hydrochloric Acid → HCID 51357829, compound

HRID 874318Notes

Reaction equation

HRID 874318 reaction equation
[F:1][C:2]1[CH:36]=[CH:35][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][CH2:10][C:9]3([NH:17][C:16](=[O:18])[C:15]4[CH:19]=[C:20](/[CH:23]=[CH:24]/[C:25]([NH:27][O:28]C5CCCCO5)=[O:26])[CH:21]=[CH:22][C:14]=4[O:13]3)[CH2:8]2)=[CH:4][CH:3]=1.Cl>C(Cl)Cl.O1CCOCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][CH2:10][C:9]3([NH:17][C:16](=[O:18])[C:15]4[CH:19]=[C:20](/[CH:23]=[CH:24]/[C:25]([NH:27][OH:28])=[O:26])[CH:21]=[CH:22][C:14]=4[O:13]3)[CH2:8]2)=[CH:35][CH:36]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86671994HCID 86671994, compound

Product 1

HCID 51357829HCID 51357829, compoundYield 66.8%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of (±)-(E)-3-{1′-(4-fluoro-benzyl)-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,3′-piperidin]-6-yl}-N-(tetrahydro-pyran-2-yloxy)-acrylamide (45 mg, 0.091 mmol) in DCM (5 ml) was treated with 4 M HCl in dioxane (0.5 ml) as described in Example 30, STEP C to give (±)-(E)-3-{1′-(4-fluoro-benzyl)-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,3′-piperidin]-6-yl}-N-hydroxy-acrylamide (25 mg, hydrochloride salt) as a white solid.

Sources & evidence

ORD record
ord-5ff01d5b92a14598b6f832a57b3a9aa4
Source dataset
uspto-grants-2015_03
Patent number
US08980877B2

Reaction notes

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