Hydrazine → HCID 178452686, compound

HRID 1508007Notes

Reaction equation

HRID 1508007 reaction equation
[C:1]([O:5][C:6](=[O:23])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[N:18][C:17]([C:20]#[N:21])=[C:16](Cl)[N:15]=2)=[CH:10][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:24][NH2:25]>CC(O)C.O>[C:1]([O:5][C:6](=[O:23])[NH:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]2[N:15]=[C:16]3[NH:24][N:25]=[C:20]([NH2:21])[C:17]3=[N:18][CH:19]=2)=[CH:12][CH:13]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 9321HydrazineHCID 86678953HCID 86678953, compound

Product 1

HCID 178452686HCID 178452686, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Conditions

Temperature
120 °C

Procedure

[4-(6-Chloro-5-cyano-pyrazin-2-yl)-phenyl]carbamic acid tert-butyl ester (1.0 g) was suspended in a mixture of 10 ml iPrOH and 10 ml 35% hydrazine in water at RT and heated to 120° C. by microwave irradiation for 70 min under stirring in a sealed vessel. The reaction mixture was left to cool to RT, and the precipitate was filtered off and washed with water to afford [4-(3-amino-1H-pyrazolo[3,4-b]pyrazin-6-yl)-phenyl]-carbamic acid tert-butyl ester as a yellow solid after drying under vacuum. Yield: 815 mg (83%).

Workup

  1. waitThe reaction mixture was left
  2. temperatureto cool to RT
  3. filtrationthe precipitate was filtered off
  4. washwashed with water

Sources & evidence

ORD record
ord-1a2d2643fc614696bce803675ee1bc39
Source dataset
uspto-grants-2015_12
Patent number
US09221828B2

Reaction notes

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