Hydrochloric Acid → HCID 51357554, compound

HRID 874287Notes

Reaction equation

HRID 874287 reaction equation
[F:1][C:2]1[CH:34]=[CH:33][C:5]([CH2:6][N:7]2[CH2:10][C:9]3([CH2:19][C:18](=[O:20])[C:17]4[C:12](=[CH:13][CH:14]=[C:15](/[CH:21]=[CH:22]/[C:23]([NH:25][O:26]C5CCCCO5)=[O:24])[CH:16]=4)[O:11]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[CH2:10][C:9]3([CH2:19][C:18](=[O:20])[C:17]4[C:12](=[CH:13][CH:14]=[C:15](/[CH:21]=[CH:22]/[C:23]([NH:25][OH:26])=[O:24])[CH:16]=4)[O:11]3)[CH2:8]2)=[CH:33][CH:34]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86671984HCID 86671984, compound

Product 1

HCID 51357554HCID 51357554, compoundYield 66.8%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

(E)-3-[1′-(4-Fluoro-benzyl)-4-oxo-spiro(chromane-2,3′-azetidine)-6-yl]-N-(tetrahydro-pyran-2-yloxy)-acrylamide (260 mg, 0.56 mmol) in DCM (10 ml) was treated with 4 M HCl in dioxane (1 ml) as described in Example 30, Step C, giving (E)-3-[1′-(4-fluoro-benzyl)-4-oxo-spiro(chromane-2,3′-azetidine)-6-yl]-N-hydroxy-acrylamide (143 mg, hydrochloride salt) as as a light yellow solid.

Sources & evidence

ORD record
ord-4adaad6b551b4fb0bdf63eae76693e76
Source dataset
uspto-grants-2015_03
Patent number
US08980877B2

Reaction notes

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