Hydrazine hydrate (1:1) → HCID 19597448, compound

HRID 611528Notes

Reaction equation

HRID 611528 reaction equation
[NH2:1][C:2]1[C:3]2[C:10]([C:11]3[CH:27]=[CH:26][C:14]([O:15][C:16]4[CH:21]=[CH:20][C:19]([NH:22]C(=O)C)=[CH:18][CH:17]=4)=[CH:13][CH:12]=3)=[CH:9][N:8]([C:28]([CH3:31])([CH3:30])[CH3:29])[C:4]=2[N:5]=[CH:6][N:7]=1.O.NN>O>[NH2:22][C:19]1[CH:20]=[CH:21][C:16]([O:15][C:14]2[CH:26]=[CH:27][C:11]([C:10]3[C:3]4[C:2]([NH2:1])=[N:7][CH:6]=[N:5][C:4]=4[N:8]([C:28]([CH3:29])([CH3:31])[CH3:30])[CH:9]=3)=[CH:12][CH:13]=2)=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 19597423HCID 19597423, compound

Product 1

HCID 19597448HCID 19597448, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of N-{4-[4-(4-amino-7-tert-butylpyrrolo[2,3-d]pyrimidin-5-yl)phenoxy]-phenyl}acetamide (1.8 g), prepared as described in Example 9, industrial methylated spirit (5 ml) and hydrazine hydrate (30 ml) was boiled under reflux for 36 hours. The reaction mixture was cooled to ambient temperature, diluted with water (100 ml) and the mixture extracted with ethyl acetate (3×50 ml) to give 5-[4-(4-amino-phenoxy)phenyl]-7-tert-butyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine. The structure was confirmed by 1H nmr.

Workup

  1. customprepared
  2. temperatureunder reflux for 36 hours
  3. extractionthe mixture extracted with ethyl acetate (3×50 ml)

Sources & evidence

ORD record
ord-669f4dcdd7964b61be96d29e3b27d169
Source dataset
uspto-grants-1999_12
Patent number
US06001839

Reaction notes

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