Hydrazine → HCID 68445822, compound

HRID 388981Notes

Reaction equation

HRID 388981 reaction equation
NN.[NH2:3][C:4]1[C:5]([N+:31]([O-:33])=[O:32])=[CH:6][C:7]2[C:13](=[O:14])[N:12]([C:15]3[CH:23]=[C:22]4[C:18]([CH:19]=[N:20][N:21]4S(C)(=O)=O)=[CH:17][CH:16]=3)[CH2:11][CH2:10][N:9]([CH2:28][CH3:29])[C:8]=2[CH:30]=1>C1COCC1.CO>[NH2:3][C:4]1[C:5]([N+:31]([O-:33])=[O:32])=[CH:6][C:7]2[C:13](=[O:14])[N:12]([C:15]3[CH:23]=[C:22]4[C:18]([CH:19]=[N:20][NH:21]4)=[CH:17][CH:16]=3)[CH2:11][CH2:10][N:9]([CH2:28][CH3:29])[C:8]=2[CH:30]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 68445623HCID 68445623, compound

Product 1

HCID 68445822HCID 68445822, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

Hydrazine (0.6 mL) was added to a solution of 8-amino-1-ethyl-4-(1-methanesulfonyl-1H-indazol-6-yl)-7-nitro-1,2,3,4-tetrahydro-benzo[e][1,4]diazepin-5-one (1.1 g, 2.5 mmol) in 1:1 THF/MeOH (20 mL). The solution was stirred at room temperature for 16 h. The solvent was removed under reduced pressure to afford 8-amino-1-ethyl-4-(1H-indazol-6-yl)-7-nitro-1,2,3,4-tetrahydrobenzo[e][1,4]diazepin-5-one (815 mg).

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-bf4d3f1a0d6c433daa87c60e58b660c6
Source dataset
uspto-grants-2013_02
Patent number
US08377983B2

Reaction notes

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