Hydrochloric Acid → HCID 178489259, compound

HRID 455961Notes

Reaction equation

[C:1]([C:5]1[C:6]2[CH:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[O:19][CH3:20])[N:11]([C:21]3[CH:26]=[CH:25][C:24]([C:27]4[O:31][N:30]=[C:29]([NH:32]C(OC(C)(C)C)=O)[CH:28]=4)=[CH:23][CH:22]=3)[C:10](=[O:40])[C:7]=2[NH:8][N:9]=1)([CH3:4])([CH3:3])[CH3:2].Cl>CO>[C:1]([C:5]1[C:6]2[CH:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[O:19][CH3:20])[N:11]([C:21]3[CH:26]=[CH:25][C:24]([C:27]4[O:31][N:30]=[C:29]([NH2:32])[CH:28]=4)=[CH:23][CH:22]=3)[C:10](=[O:40])[C:7]=2[NH:8][N:9]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

Conditions

Temperature: 60 °C

Procedure

To a mixture of 3-t-butyl-5-[4-(3-t-butoxy carbonylamino-5-isoxazolyl)-phenyl]-4-(2-methoxyphenyl)-4,5-dihydro-1H-pyrrolo[3,4-c]pyrazol-6-one (0.036 g, 0.7 mmol) and methanol (2 mL), conc. hydrochloric acid (0.07 mL) was added, and the mixture was stirred at 60° C. for 2 hr. The precipitate was collected by filtration and recrystallized (methanol/dichloromethane) to give 3-t-butyl-5-[4-(3-amino-5-isoxazolyl)phenyl]-4-(2-methoxyphenyl)-4,5-dihydro-1H-pyrrolo[3,4-c]pyrazol-6-one (0.02 g, 68%) as pale yellow crystals.

Workup

additionwas added
filtrationThe precipitate was collected by filtration
customrecrystallized (methanol/dichloromethane)

Sources & evidence

ORD record: ord-07875d8445da4bbf8bd0060bfc0b7eaa
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08497263B2

Reaction notes

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