Hydrazine → HCID 86678992, compound

HRID 2203357Notes

Reaction equation

HRID 2203357 reaction equation
[NH2:1][C:2]1[C:3]2[C:29]([CH3:35])([C:30]([O:32]CC)=O)[C:28](=[O:36])[NH:27][C:4]=2[N:5]=[C:6]([C:8]2[C:16]3[C:11](=[CH:12][C:13]([Cl:17])=[CH:14][CH:15]=3)[N:10]([CH2:18][CH2:19][C:20]([F:26])([F:25])[C:21]([F:24])([F:23])[F:22])[N:9]=2)[N:7]=1.[NH2:37][NH2:38]>CO>[NH2:1][C:2]1[C:3]2[C:29]([CH3:35])([C:30]([NH:37][NH2:38])=[O:32])[C:28](=[O:36])[NH:27][C:4]=2[N:5]=[C:6]([C:8]2[C:16]3[C:11](=[CH:12][C:13]([Cl:17])=[CH:14][CH:15]=3)[N:10]([CH2:18][CH2:19][C:20]([F:26])([F:25])[C:21]([F:24])([F:22])[F:23])[N:9]=2)[N:7]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 86678985HCID 86678985, compound

Product 1

HCID 86678992HCID 86678992, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
50 °C

Procedure

A methanol (9.5 mL) solution of ethyl 4-amino-2-[6-chloro-1-(3,3,4,4,4-pentafluorobutyl)-1H-indazol-3-yl]-5-methyl-6-oxo-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine-5-carboxylate, as described in Example 157, (1.02 g, 1.91 mmol) and hydrazine (3.13 g, 96 mmol) was heated at 50° C. After 1.5 hours the solution was concentrated in vacuo. The crude reaction mixture was dissolved in methanol and concentrated in vacuo again. The remaining material was lyophilized from water and acetonitrile to give the title compound as a yellow solid which was used without further purification. m/z=519.0 (M+H).

Workup

  1. concentrationAfter 1.5 hours the solution was concentrated in vacuo
  2. customThe crude reaction mixture
  3. concentrationconcentrated in vacuo again

Sources & evidence

ORD record
ord-4ef3d077c93a42efb20062ac9f82dfdd
Source dataset
uspto-grants-2016_06
Patent number
US09365574B2

Reaction notes

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