Hydrochloric Acid → HCID 22175368, compound

HRID 1797500Notes

Reaction equation

HRID 1797500 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[C:18](=[O:22])[N:17]([CH2:23][CH:24]([CH3:26])[CH3:25])[C:16]([CH2:27][NH:28]C(OC(C)(C)C)=O)=[C:15]2[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:42]>O1CCCC1.C(OCC)(=O)C>[ClH:42].[NH2:28][CH2:27][C:16]1[N:17]([CH2:23][CH:24]([CH3:26])[CH3:25])[C:18](=[O:22])[C:19]2[C:14]([C:15]=1[C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1)=[CH:13][C:12]([NH:11][C:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:10])=[CH:21][CH:20]=2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 22176324HCID 22176324, compound

Product 1

HCID 22175368HCID 22175368, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 6-benzyloxycarbonylamino-3-tert-butoxycarbonylaminomethyl-2-isobutyl-4-phenyl-1(2H)-isoquinolinone (0.07 g, 0.13 mmol) in tetrahydrofuran (2 mL) was added a solution, of 4N hydrogen chloride in ethyl acetate (10 mL). The obtained solution was stirred at room temperature for 5 h. The reaction mixture was concentrated under reduced pressure and the residue was crystallized from diethyl ether to give 3-aminomethyl-6-benzyloxycarbonylamino-2-isobutyl-4-phenyl-1(2H)-isoquinolinone hydrochloride (0.05 g, 81%) as crystals.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was crystallized from diethyl ether

Sources & evidence

ORD record
ord-8a46c819ccae475eb16f7346850c65c2
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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