HCID 57612764, compound → HCID 57612839, compound

HRID 1668417Notes

Reaction equation

[CH2:1]([NH:9][C:10]([C@H:12]1[N:17]2[C:18](=[O:35])[C@@H:19]([N:24]3C(=O)C4C(=CC=CC=4)C3=O)[CH2:20][CH2:21][C:22](=[O:23])[N:16]2[CH2:15][CH2:14][CH2:13]1)=[O:11])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>C(O)C>[CH2:1]([NH:9][C:10]([C@H:12]1[N:17]2[C:18](=[O:35])[C@@H:19]([NH2:24])[CH2:20][CH2:21][C:22](=[O:23])[N:16]2[CH2:15][CH2:14][CH2:13]1)=[O:11])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

Conditions

Temperature: 60 °C

Procedure

To a mixture/suspension of (1S,9S)-9-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid phenethyl-amide (310 mg, 0.70 mmol) and hydrozinehydrate (70 mg, 1.40 mmol) in ethanol (10 mL) is stirred at 60° C. for 2 hours. After cooled to room temperature and concentrated, the reaction mixture is purified by chromatography (CH2Cl2/MeOH:97/3) to give (1S,9S)-9-amino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid phenethyl-amide (240 mg, 99%) as white solid. (NMR and MS data confirmed, U-3133-67).

Workup

temperatureAfter cooled to room temperature
concentrationconcentrated
customthe reaction mixture is purified by chromatography (CH2Cl2/MeOH:97/3)

Sources & evidence

ORD record: ord-28c15c375d0a459f846b776fa2812bd2
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07989441B2

Reaction notes

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