Hydrochloric Acid → HCID 22175227, compound

HRID 1797514Notes

Reaction equation

HRID 1797514 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[N:10]([CH2:30][CH:31]2[CH2:33][CH2:32]2)[C:11](=[O:29])[C:12]2[C:17]([C:18]=1[O:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:16][C:15]([C:24]1[O:28][CH:27]=[N:26][CH:25]=1)=[CH:14][CH:13]=2)(C)(C)C.[ClH:35]>C(OCC)(=O)C>[ClH:35].[NH2:7][CH2:8][C:9]1[N:10]([CH2:30][CH:31]2[CH2:33][CH2:32]2)[C:11](=[O:29])[C:12]2[C:17]([C:18]=1[O:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:16][C:15]([C:24]1[O:28][CH:27]=[N:26][CH:25]=1)=[CH:14][CH:13]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22176387HCID 22176387, compound

Product 1

HCID 22175227HCID 22175227, compoundYield 93.8%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of tert-butyl[4-butoxy-2-cyclopropylmethyl-6-(1,3-oxazol-5-yl)-1-oxo-1,2-dihydro-3-isoquinolinyl]methylcarbamate (0.19 g, 0.4 mmol) in ethyl acetate (5 mL) was added a solution of 4N hydrogen chloride in ethyl acetate (5 mL) and the obtained solution was stirred at room temperature for 1 h. The reaction mixture was concentrated under reduced pressure, and the precipitated crystals were recrystallized from methanol-diethyl ether to give 3-(aminomethyl)-4-butoxy-2-cyclopropylmethyl-6-(1,3-oxazol-5-yl)-1(2H)-isoquinolinone hydrochloride (0.15 g, 93.8%) as crystals.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe precipitated crystals were recrystallized from methanol-diethyl ether

Sources & evidence

ORD record
ord-c4f433d5cd3e4eb595b01372861e8ff8
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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