Hydrazine hydrate (1:1) → HCID 178450042, compound

HRID 1061891Notes

Reaction equation

Br[CH2:2][C:3]1[C:4]([C:42](OC)=[O:43])=[CH:5][C:6]2[C:11]([CH:12]=1)=[CH:10][C:9]([C:13]([OH:41])([C:17]1[N:18]=[CH:19][N:20](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH:21]=1)[CH:14]([CH3:16])[CH3:15])=[CH:8][CH:7]=2.O.[NH2:47][NH2:48]>>[OH:41][C:13]([C:9]1[CH:8]=[CH:7][C:6]2=[CH:5][C:4]3[C:42](=[O:43])[NH:47][NH:48][CH2:2][C:3]=3[CH:12]=[C:11]2[CH:10]=1)([C:17]1[N:18]=[CH:19][NH:20][CH:21]=1)[CH:14]([CH3:15])[CH3:16]

Participants

Reactant 2

HCID 24654Hydrazine hydrate (1:1)

HCID 22285068HCID 22285068, compound

Product 1

HCID 178450042HCID 178450042, compound

Procedure

By a ring closure reaction, a detritylation reaction and purification in the same manner as in Example 1 using methyl 3-bromomethyl-6-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]-2-naphthoate (0.95 g) and hydrazine monohydrate (0.50 ml), 7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-3,4-dihydrobenzo[g]phthalazin-1(2H)-one (0.05 g) was obtained as a colorless amorphous solid and 7-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]benzo[g]phthalazin-1(2H)-one (5 mg) was obtained as a colorless amorphous solid.

Workup

customBy a ring closure reaction

Sources & evidence

ORD record: ord-4a6816391ebb4e81bdfde72d91f39fa1
Source dataset: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06960586B2

Reaction notes

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