Hydrochloric Acid → HCID 178425788, compound

HRID 1488061Notes

Reaction equation

HRID 1488061 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:12][N:11]([C:13]([C:15]3[CH:16]=[CH:17][C:18]([CH3:38])=[C:19]([C:21]4[NH:25][C:24]([CH:26]5[CH2:29][N:28](C(OC(C)(C)C)=O)[CH2:27]5)=[N:23][C:22]=4[CH3:37])[CH:20]=3)=[O:14])[CH2:10]2)=[CH:5][CH:4]=1)#[N:2].Cl>O1CCOCC1>[NH:28]1[CH2:29][CH:26]([C:24]2[NH:25][C:21]([C:19]3[CH:20]=[C:15]([CH:16]=[CH:17][C:18]=3[CH3:38])[C:13]([N:11]3[CH2:10][CH:9]([C:6]4[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][CH:5]=4)[CH2:12]3)=[O:14])=[C:22]([CH3:37])[N:23]=2)[CH2:27]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178425790HCID 178425790, compound2×

Product 1

HCID 178425788HCID 178425788, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
30 °C

Procedure

Into a 250-mL round-bottom flask, was placed a solution of tert-butyl 3-(5-(5-(3-(4-cyanophenyl)azetidine-1-carbonyl)-2-methylphenyl)-4-methyl-1H-imidazol-2-yl)azetidine-1-carboxylate (compound 189.1, 2 g, 3.91 mmol) in 1,4-dioxane (20 mL). Hydrogen chloride (4 M) (10 mL) was added to the reaction. The reaction mixture was stirred for 2 h at 30° C., then concentrated under reduced pressure. The pH of the solution was adjusted to 7-8 with sodium bicarbonate (sat.). The resulting mixture was concentrated under reduced pressure to give 800 mg (crude) of the title compound as a white solid.

Workup

  1. customInto a 250-mL round-bottom flask, was placed
  2. concentrationconcentrated under reduced pressure
  3. concentrationThe resulting mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-845d97eab4224634a9d9fa43c20cc08f
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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