Hydrazine → HCID 59024290, compound

HRID 1678219Notes

Reaction equation

HRID 1678219 reaction equation
[S:1]1[C:5]([C:6]2[CH:7]=[C:8]([NH:15][C:16]3[CH:21]=[CH:20][N:19]=[C:18](S(C)(=O)=O)[N:17]=3)[CH:9]=[C:10]3[C:14]=2[NH:13][N:12]=[CH:11]3)=[CH:4][C:3]2[CH:26]=[CH:27][CH:28]=[CH:29][C:2]1=2.[NH2:30][NH2:31]>>[S:1]1[C:5]([C:6]2[CH:7]=[C:8]([NH:15][C:16]3[CH:21]=[CH:20][N:19]=[C:18]([NH:30][NH2:31])[N:17]=3)[CH:9]=[C:10]3[C:14]=2[NH:13][N:12]=[CH:11]3)=[CH:4][C:3]2[CH:26]=[CH:27][CH:28]=[CH:29][C:2]1=2

Participants

3

Reactant 2

HCID 9321HydrazineHCID 59023749HCID 59023749, compound

Product 1

HCID 59024290HCID 59024290, compoundYield 23%

Procedure

(7-Benzo[b]thiophen-2-yl-1H-indazol-5-yl)-(2-methanesulfonyl-pyrimidin-4-yl)-amine (Preparation #8, 20 mg, 0.048 mmol) was treated with hydrazine (0.4 mL, 12.2 mmol) at ambient temperature for about 5 hours. A solid was filtered off and was further purified by trituration in dichloromethane followed by filtration to yield (7-benzo[b]thiophen-2-yl-1H-indazol-5-yl)-(2-hydrazino-pyrimidin-4-yl)-amine (4 mg, 23% yield); LC/MS (method f) Rt 6.0 min; m/z (ESI−): (M−H)+ 371.7.

Workup

  1. filtrationA solid was filtered off
  2. customwas further purified by trituration in dichloromethane
  3. filtrationfollowed by filtration

Sources & evidence

ORD record
ord-a3eab64e05564c559a1bdaaf3f9539c3
Source dataset
uspto-grants-2011_08
Patent number
US08008481B2

Reaction notes

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