Hydrochloric Acid → HCID 51357556, compound

HRID 874294Notes

Reaction equation

HRID 874294 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]2[CH2:13][C:12]3([CH2:22][C:21](=[O:23])[C:20]4[C:15](=[CH:16][CH:17]=[C:18](/[CH:24]=[CH:25]/[C:26]([NH:28][O:29]C5CCCCO5)=[O:27])[CH:19]=4)[O:14]3)[CH2:11]2)=[CH:4][CH:3]=1.Cl>C(Cl)Cl.O1CCOCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]2[CH2:11][C:12]3([CH2:22][C:21](=[O:23])[C:20]4[C:15](=[CH:16][CH:17]=[C:18](/[CH:24]=[CH:25]/[C:26]([NH:28][OH:29])=[O:27])[CH:19]=4)[O:14]3)[CH2:13]2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86671986HCID 86671986, compound

Product 1

HCID 51357556HCID 51357556, compoundYield 91.1%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

(E)-3-{1′-[2-(4-Fluoro-phenyl)-ethyl]-4-oxo-spiro(chromane-2,3′-azetidine)-6-yl}-N-(tetrahydro-pyran-2-yloxy)-acrylamide (85 mg, 0.18 mmol) in DCM (8 ml) was treated with 4 M HCl in dioxane (1 ml) as described in Example 30, Step C, giving (E)-3-{1′-[2-(4-fluoro-phenyl)-ethyl]-4-oxo-spiro(chromane-2,3′-azetidine)-6-yl}-N-hydroxy-acrylamide (65 mg, hydrochloride salt) as as a light brown solid.

Sources & evidence

ORD record
ord-fd311a2e479446f783e97fc9cf8e065c
Source dataset
uspto-grants-2015_03
Patent number
US08980877B2

Reaction notes

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