Hydrochloric Acid → HCID 66876379, compound

HRID 2192511Notes

Reaction equation

HRID 2192511 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[O:16][N:15]=[C:14]([C:17]3[CH:26]=[CH:25][CH:24]=[C:23]4[C:18]=3[CH:19]=[CH:20][N:21]=[C:22]4[NH:27][CH2:28][CH2:29][C:30]([O:32]C(C)(C)C)=[O:31])[N:13]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH:9]([CH3:11])[CH3:10].Cl>O1CCOCC1>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[O:16][N:15]=[C:14]([C:17]3[CH:26]=[CH:25][CH:24]=[C:23]4[C:18]=3[CH:19]=[CH:20][N:21]=[C:22]4[NH:27][CH2:28][CH2:29][C:30]([OH:32])=[O:31])[N:13]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH:9]([CH3:11])[CH3:10]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66940819HCID 66940819, compound

Product 1

HCID 66876379HCID 66876379, compoundYield 209.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

1,1-Dimethylethyl N-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-β-alaninate (D9; 20 mg, 0.039 mmol) and 0.5M HCl in 1,4-dioxane (10 ml) were stirred at room temperature for 2.5 h. The reaction mixture was then heated to 50° C. for a further 30 minutes, cooled and evaporated to dryness. The resulting solid was triturated with ether and 1,4-dioxane to yield the title compound (20 mg) as a white solid.

Workup

  1. temperaturecooled
  2. customevaporated to dryness
  3. customThe resulting solid was triturated with ether and 1,4-dioxane

Sources & evidence

ORD record
ord-6ad79d994d9e4e3689369d2d8a380712
Source dataset
uspto-grants-2012_12
Patent number
US08329730B2

Reaction notes

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