Hydrochloric Acid → HCID 51353585, compound

HRID 874331Notes

Reaction equation

HRID 874331 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[CH2:18][CH2:17][CH2:16][C:15]3([CH2:27][C:26](=[O:28])[C:25]4[C:20](=[CH:21][CH:22]=[C:23](/[CH:29]=[CH:30]/[C:31]([NH:33][O:34]C5CCCCO5)=[O:32])[CH:24]=4)[O:19]3)[CH2:14][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[CH2:18][CH2:17][CH2:16][C:15]3([CH2:27][C:26](=[O:28])[C:25]4[C:20](=[CH:21][CH:22]=[C:23](/[CH:29]=[CH:30]/[C:31]([NH:33][OH:34])=[O:32])[CH:24]=4)[O:19]3)[CH2:14][CH2:13]2)=[CH:3]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86671998HCID 86671998, compound

Product 1

HCID 51353585HCID 51353585, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

(±)-(E)-3-[1′-(1-Methyl-1H-indol-3-ylmethyl)-4-oxo-spiro(chromane-2,4′-azepane)-6-yl]-N-(tetrahydro-pyran-2-yloxy)-acrylamide (280 mg, 0.51 mmol) in DCM (5 ml) was treated with 4 M HCl in dioxane (1 ml) as described in Example 30, Step C, giving after purification by preparative HPLC (±)-(E)-3-[1-(1-methyl-1H-indol-3-ylmethyl)-4-oxo-spiro(chromane-2,4′-azepane)-6-yl]-N-hydroxy-acrylamide (80 mg, trifluoroacetate salt) as a light brown solid.

Workup

  1. customgiving
  2. customafter purification by preparative HPLC (±)-(E)-3-[1-(1-methyl-1H-indol-3-ylmethyl)-4-oxo-spiro(chromane-2,4′-azepane)-6-yl]-N-hydroxy-acrylamide (80 mg, trifluoroacetate salt) as a light brown solid

Sources & evidence

ORD record
ord-58efe4a1054c4409947c00a924da26db
Source dataset
uspto-grants-2015_03
Patent number
US08980877B2

Reaction notes

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