Hydrochloric Acid → HCID 51357553, compound

HRID 874283Notes

Reaction equation

HRID 874283 reaction equation
[C:1]1([CH2:7][CH2:8][N:9]2[CH2:12][C:11]3([CH2:21][C:20](=[O:22])[C:19]4[C:14](=[CH:15][CH:16]=[C:17](/[CH:23]=[CH:24]/[C:25]([NH:27][O:28]C5CCCCO5)=[O:26])[CH:18]=4)[O:13]3)[CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl>C(Cl)Cl.O1CCOCC1>[C:1]1([CH2:7][CH2:8][N:9]2[CH2:12][C:11]3([CH2:21][C:20](=[O:22])[C:19]4[C:14](=[CH:15][CH:16]=[C:17](/[CH:23]=[CH:24]/[C:25]([NH:27][OH:28])=[O:26])[CH:18]=4)[O:13]3)[CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86671983HCID 86671983, compound

Product 1

HCID 51357553HCID 51357553, compoundYield 88.8%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

(E)-3-[1′-(2-Phenyl-ethyl)-4-oxo-spiro(chromane-2,3′-azetidine)-6-yl]-N-(tetrahydro-pyran-2-yloxy)-acrylamide (180 mg, 0.39 mmol) in DCM (7 ml) was treated with 4 M HCl in dioxane (1 ml) as described in Example 30, Step C, giving (E)-3-[1′-(2-phenyl-ethyl)-4-oxo-spiro(chromane-2,3′-azetidine)-6-yl]-N-hydroxy-acrylamide (131 mg, hydrochloride salt) as a white solid.

Sources & evidence

ORD record
ord-ac93bf9606f94e1b87d06ad7940df6bb
Source dataset
uspto-grants-2015_03
Patent number
US08980877B2

Reaction notes

Loading…