Hydrochloric Acid → Methyl 4-cyclobutyl-5-(1,4,5,6,7,8-hexahydroimidazo[4,5-d]azepin-2-yl)-2-methylbenzoate hydrochloride

HRID 1487955Notes

Reaction equation

HRID 1487955 reaction equation
[CH:1]1([C:5]2[CH:10]=[C:9]([CH3:11])[C:8]([C:12]([O:14][CH3:15])=[O:13])=[CH:7][C:6]=2[C:16]2[NH:32][C:19]3[CH2:20][CH2:21][N:22](C(OC(C)(C)C)=O)[CH2:23][CH2:24][C:18]=3[N:17]=2)[CH2:4][CH2:3][CH2:2]1.[ClH:33]>CCOC(C)=O>[ClH:33].[CH:1]1([C:5]2[C:6]([C:16]3[NH:17][C:18]4[CH2:24][CH2:23][NH:22][CH2:21][CH2:20][C:19]=4[N:32]=3)=[CH:7][C:8]([C:12]([O:14][CH3:15])=[O:13])=[C:9]([CH3:11])[CH:10]=2)[CH2:2][CH2:3][CH2:4]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 90066675t-Butyl 2-(2-cyclobutyl-5-(methoxycarbonyl)-4-methylphenyl)-4,5,7,8-tetrahydroimidazo[4,5-d]azepine-6(1H)-carboxylate2×

Product 1

HCID 118250742Methyl 4-cyclobutyl-5-(1,4,5,6,7,8-hexahydroimidazo[4,5-d]azepin-2-yl)-2-methylbenzoate hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Into a 50-mL 3-necked round-bottom flask, was placed a solution of tert-butyl 2-(2-cyclobutyl-5-(methoxycarbonyl)-4-methylphenyl)-4,5,7,8-tetrahydroimidazo[4,5-d]azepine-6(1H)-carboxylate (compound 82.6, 200 mg, 0.46 mmol) in EtOAc (10 mL). Hydrogen chloride (gas) was introduced into the solution by bubbling and the solution was stirred for 30 min at room temperature. The resulting mixture was concentrated under reduced pressure to yield 136 mg (crude) of the title compound as a yellow solid.

Workup

  1. customInto a 50-mL 3-necked round-bottom flask, was placed
  2. customby bubbling
  3. concentrationThe resulting mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-3c7bbd3c93b246c4a07eb05d747f30a1
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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