Hydrazine hydrate (1:1) → HCID 11721551, compound

HRID 507123Notes

Reaction equation

O.NN.[C:4]([O:8][C:9]([N:11]1[C:24]2[C:16](=[CH:17][C:18]3[CH2:19][O:20][CH2:21][C:22]=3[CH:23]=2)[C@@H:15]([N:25]([CH2:44][C:45]2[CH:50]=[C:49]([C:51]([F:54])([F:53])[F:52])[CH:48]=[C:47]([C:55]([F:58])([F:57])[F:56])[CH:46]=2)[C:26]2[N:27]=[N:28][N:29]([CH2:31][CH2:32][N:33]3C(=O)C4C(=CC=CC=4)C3=O)[N:30]=2)[CH2:14][CH2:13][CH2:12]1)=[O:10])([CH3:7])([CH3:6])[CH3:5].CO.ClCCl>CO>[C:4]([O:8][C:9]([N:11]1[C:24]2[C:16](=[CH:17][C:18]3[CH2:19][O:20][CH2:21][C:22]=3[CH:23]=2)[C@@H:15]([N:25]([C:26]2[N:27]=[N:28][N:29]([CH2:31][CH2:32][NH2:33])[N:30]=2)[CH2:44][C:45]2[CH:46]=[C:47]([C:55]([F:57])([F:58])[F:56])[CH:48]=[C:49]([C:51]([F:52])([F:53])[F:54])[CH:50]=2)[CH2:14][CH2:13][CH2:12]1)=[O:10])([CH3:7])([CH3:6])[CH3:5]

Participants

Conditions

Temperature: 60 °C

Procedure

Add hydrazine monohydrate (1.94 mmol) to a solution of (S)-9-((3,5-Bis-trifluoromethyl-benzyl)-{2-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl]-2H-tetrazol-5-yl}-amino)-1,3,6,7,8,9-hexahydro-2-oxa-5-aza-cyclohepta[f]indene-5-carboxylic acid tert-butyl ester (0.13 mmol) in methanol (5 mL). After heating the mixture at 60° C. for 4 h cool to room temperature and stir for 14 h. Remove solvent under vacuum. Chromatograph over silica gel eluting with methanol/dichloromethane (0-5%) to provide the title compound as a colorless foam. MS (ES+): 642 (M+H).

Workup

temperaturecool to room temperature

Sources & evidence

ORD record: ord-5300fd7b0554437babecbdc8cfa04b33
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07786108B2

Reaction notes

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