Hydrochloric Acid → HCID 51353583, compound

HRID 874325Notes

Reaction equation

HRID 874325 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][N:12]2[CH2:15][C:14]3([CH2:24][C:23](=[O:25])[C:22]4[C:17](=[CH:18][CH:19]=[C:20](/[CH:26]=[CH:27]/[C:28]([NH:30][O:31]C5CCCCO5)=[O:29])[CH:21]=4)[O:16]3)[CH2:13]2)=[CH:3]1.Cl>C(Cl)Cl.O1CCOCC1>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][N:12]2[CH2:13][C:14]3([CH2:24][C:23](=[O:25])[C:22]4[C:17](=[CH:18][CH:19]=[C:20](/[CH:26]=[CH:27]/[C:28]([NH:30][OH:31])=[O:29])[CH:21]=4)[O:16]3)[CH2:15]2)=[CH:3]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86671996HCID 86671996, compound

Product 1

HCID 51353583HCID 51353583, compoundYield 100.3%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

(E)-3-[1′-(1-Methyl-1H-indol-3-ylmethyl)-4-oxo-spiro(chromane-2,3′-azetidine)-6-yl]-N-(tetrahydro-pyran-2-yloxy)acrylamide (102 mg, 0.203 mmol) in DCM (5 ml) was treated with 4 M HCl in dioxane (1 ml) as described in Example 30, Step C, giving (E)-3-[1′-(1-methyl-1H-indol-3-ylmethyl)-4-oxo-spiro(chromane-2,3′-azetidine)-6-yl]-N-hyroxy-acrylamide (85 mg, hydrochloride salt) as a light brown solid.

Sources & evidence

ORD record
ord-4fecb59fecf94f8097dc5b7901a8f925
Source dataset
uspto-grants-2015_03
Patent number
US08980877B2

Reaction notes

Loading…