Ammonia → HCID 67335038, compound

HRID 1672164Notes

Reaction equation

HRID 1672164 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([NH:10][C:11]3([CH2:15]OS(C)(=O)=O)[CH2:14][CH2:13][CH2:12]3)=[CH:7][CH:8]=2)[CH:3]=[N:2]1.[NH3:21]>CO>[NH2:21][CH2:15][C:11]1([NH:10][C:6]2[CH:5]=[C:4]3[C:9](=[CH:8][CH:7]=2)[NH:1][N:2]=[CH:3]3)[CH2:14][CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86633466HCID 86633466, compound

Product 1

HCID 67335038HCID 67335038, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of methanesulfonic acid 1-(1H-indazol-5-ylamino)-cyclobutylmethyl ester (1.31 g, ca. 3.18 mmol) in 7N NH3 in methanol (40 mL) was heated at 75° C. in a sealed tube. After 14 hours the reaction mixture was cooled to ambient temperature, concentrated in vacuo to a gum, then purified by chromatography (silica, 0 to 20% of a 9:1 MeOH:NH4OH solution in DCM) to furnish (1-aminomethyl-cyclobutyl)-(1H-indazol-5-yl)-amine (0.266 g, 1.23 mmol, 39%) as a foam.

Workup

  1. concentrationconcentrated in vacuo to a gum
  2. custompurified by chromatography (silica, 0 to 20% of a 9:1 MeOH:NH4OH solution in DCM)

Sources & evidence

ORD record
ord-076eb23efa464c45a31251acff6e36db
Source dataset
uspto-grants-2011_08
Patent number
US07998963B2

Reaction notes

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