Hydrazine hydrate (1:1) → HCID 178450032, compound

HRID 1061890Notes

Reaction equation

HRID 1061890 reaction equation
Br[CH2:2][C:3]1[C:12]2[C:7](=[CH:8][C:9]([C:13](O)([C:17]3[N:18]=[CH:19][N:20](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[CH:21]=3)[CH:14]([CH3:16])[CH3:15])=[CH:10][CH:11]=2)[CH:6]=[CH:5][C:4]=1[C:42](OC)=[O:43].[OH2:46].[NH2:47][NH2:48]>>[OH:46][C:13]([C:9]1[CH:10]=[CH:11][C:12]2[C:3]3[CH2:2][NH:47][NH:48][C:42](=[O:43])[C:4]=3[CH:5]=[CH:6][C:7]=2[CH:8]=1)([C:17]1[N:18]=[CH:19][NH:20][CH:21]=1)[CH:14]([CH3:16])[CH3:15]

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 22285061Methyl 1-bromomethyl-6-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]-2-naphthoate

Product 1

HCID 178450032HCID 178450032, compound

Procedure

By a ring closure reaction, a detritylation reaction and purification in the same manner as in Example 1 using methyl 1-bromomethyl-6-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]-2-naphthoate (0.62 g) and hydrazine monohydrate (0.35 ml), 8-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2,3-dihydrobenzo[f]phthalazin-4(1H)-one (0.05 g) was obtained as a colorless amorphous solid and 8-[1-hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]benzo[f]phthalazin-4(3H)-one (0.07 g) was obtained as colorless crystals.

Workup

  1. customBy a ring closure reaction

Sources & evidence

ORD record
ord-6c79bfc338f14d13aee3a50c00a5a0f2
Source dataset
uspto-grants-2005_11
Patent number
US06960586B2

Reaction notes

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