Hydrochloric Acid → HCID 51353584, compound

HRID 874327Notes

Reaction equation

HRID 874327 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[CH2:17][CH2:16][CH2:15][C:14]3([CH2:26][C:25](=[O:27])[C:24]4[C:19](=[CH:20][CH:21]=[C:22](/[CH:28]=[CH:29]/[C:30]([NH:32][O:33]C5CCCCO5)=[O:31])[CH:23]=4)[O:18]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[CH2:17][CH2:16][CH2:15][C:14]3([CH2:26][C:25](=[O:27])[C:24]4[C:19](=[CH:20][CH:21]=[C:22](/[CH:28]=[CH:29]/[C:30]([NH:32][OH:33])=[O:31])[CH:23]=4)[O:18]3)[CH2:13]2)=[CH:3]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86671997HCID 86671997, compound

Product 1

HCID 51353584HCID 51353584, compoundYield 86.2%

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′-piperidine)-6-yl]-N-(tetrahydro-pyran-2-yloxy)-acrylamide (300 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′-(1-methyl-1H-indol-3-ylmethyl)-4-oxo-spiro(chromane-2,3′-piperidine)-6-yl]-N-hydroxy-acrylamide (215 mg, hydrochloride salt) as a light brown solid.

Sources & evidence

ORD record
ord-2777667a00c84249877c0cb584b96271
Source dataset
uspto-grants-2015_03
Patent number
US08980877B2

Reaction notes

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