Hydrazine hydrate (1:1) → HCID 178452039, compound

HRID 1476873Notes

Reaction equation

HRID 1476873 reaction equation
[C:1]([C:3]1[N:4]=[C:5]([O:14][C@H:15]2[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16]2)[C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][C:7]=2[F:13])#[N:2].[NH2:27][NH2:28].O>CO>[F:13][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:6]=1[C:5]([O:14][C@H:15]1[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16]1)=[N:4][C:3]([C:1]([NH:27][NH2:28])=[NH:2])=[CH:12]2

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 90387435(S)-tert-butyl 3-((3-cyano-8-fluoroisoquinolin-1-yl)oxy)pyrrolidine-1-carboxylate

Product 1

HCID 178452039HCID 178452039, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a mixture of (S)-tert-butyl 3-((3-cyano-8-fluoroisoquinolin-1-yl)oxy)pyrrolidine-1-carboxylate (600 mg, 1.61 mmol) in MeOH (15 mL) was added NH2NH2—H2O (10 mL) and the resulting mixture was heated to reflux for 2 hours. The solvent was removed in vacuo to afford the title compound as a white solid, which was used without further purification (500 mg).

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureto reflux for 2 hours
  3. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-b543812e0d36423db10e24cf3d3504f2
Source dataset
uspto-grants-2016_08
Patent number
US09402841B2

Reaction notes

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