Hydrochloric Acid → HCID 135788480, compound

HRID 1797677Notes

Reaction equation

HRID 1797677 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[N:10]([CH2:32][CH:33]([CH3:35])[CH3:34])[C:11](=[O:31])[C:12]2[C:17]([C:18]=1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[CH:16][C:15]([C:25]1[NH:29][C:28](=[O:30])[S:27][N:26]=1)=[CH:14][CH:13]=2)(C)(C)C.[ClH:37]>O1CCCC1.C(OCC)(=O)C>[ClH:37].[NH2:7][CH2:8][C:9]1[N:10]([CH2:32][CH:33]([CH3:35])[CH3:34])[C:11](=[O:31])[C:12]2[C:17]([C:18]=1[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)=[CH:16][C:15]([C:25]1[NH:29][C:28](=[O:30])[S:27][N:26]=1)=[CH:14][CH:13]=2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 136376438HCID 136376438, compound

Product 1

HCID 135788480HCID 135788480, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

Tert-butyl[2-isobutyl-1-oxo-6-(5-oxo-4,5-dihydro-1,2,4-thiadiazol-3-yl)-4-phenyl-1,2-dihydro-3-isoquinolinyl]methylcarbamate (0.050 g, 0.10 mmol) was dissolved in tetrahydrofuran (3 ml) and a solution (2 ml) of 4N hydrogen chloride in ethyl acetate was added. The mixture was stirred at room temperature for 24 h. The reaction mixture was concentrated under reduced pressure and diisopropyl ether-ethyl acetate (2:1) was added to the residue to give 3-(aminomethyl)-2-isobutyl-6-(5-oxo-4,5-dihydro-1,2,4-thiadiazol-3-yl)-4-phenyl-1(2H)-isoquinolinone hydrochloride (0.041 g, 94%) as a pale-yellow powder.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure and diisopropyl ether-ethyl acetate (2:1)
  2. additionwas added to the residue

Sources & evidence

ORD record
ord-2948858663ae43788a4ade2cd622dd26
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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