Hydrazine hydrate (1:1) → HCID 68531872, compound

HRID 2099234Notes

Reaction equation

HRID 2099234 reaction equation
C[O:2][C:3](=O)[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:18]=[CH:17][N:16]=[C:15]3[C:11]=2[N:12]=[CH:13][N:14]3[C:19]2[CH:24]=[C:23]([C:25](=[O:30])[NH:26][CH:27]3[CH2:29][CH2:28]3)[CH:22]=[CH:21][C:20]=2[CH3:31])=[CH:6][CH:5]=1.O.[NH2:34][NH2:35]>CO>[CH:27]1([NH:26][C:25](=[O:30])[C:23]2[CH:22]=[CH:21][C:20]([CH3:31])=[C:19]([N:14]3[CH:13]=[N:12][C:11]4[C:15]3=[N:16][CH:17]=[N:18][C:10]=4[C:7]3[CH:8]=[CH:9][C:4]([C:3]([NH:34][NH2:35])=[O:2])=[CH:5][CH:6]=3)[CH:24]=2)[CH2:29][CH2:28]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 11661864HCID 11661864, compound

Product 1

HCID 68531872HCID 68531872, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of the 4-[9-(5-Cyclopropylcarbamoyl-2-methyl-phenyl)-9H-purin-6-yl]-benzoic acid methyl ester (65 mg, 0.15 mmol) in 1 mL of methanol was added 1 mL of hydrazine monohydrate. The reaction mixture was stirred at room temperature for 4 hours. The methanol was removed and then 2 mL of water was added. The product was collected by filtration to give a colorless solid (47 mg, 72%). HPLC tR=1.62 min; MS m/z 428 [M+H]+.

Workup

  1. customThe methanol was removed
  2. addition2 mL of water was added
  3. filtrationThe product was collected by filtration

Sources & evidence

ORD record
ord-a89565a05c1a4822b5469e0c06cd2a1a
Source dataset
uspto-grants-2009_08
Patent number
US07569571B2

Reaction notes

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