Diethyl Ether → HCID 178479274, compound

HRID 1269916Notes

Reaction equation

HRID 1269916 reaction equation
[Cl:1][C:2]1[C:10]([O:11][C@@H:12]2[CH2:17][CH2:16][C@H:15]([NH2:18])[CH2:14][CH2:13]2)=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[N:5][NH:6]2.Cl.C(OCC)C.C(OCC)C>CO.C(#N)C>[ClH:1].[Cl:1][C:2]1[C:10]([O:11][C@@H:12]2[CH2:13][CH2:14][C@H:15]([NH2:18])[CH2:16][CH2:17]2)=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[N:5][NH:6]2

Participants

6

Reactant 3

HCID 3283Diethyl EtherHCID 10953452Ether hydrochlorideHCID 178511700HCID 178511700, compound

Product 1

HCID 178479274HCID 178479274, compoundYield 187.5%

Reagents, catalysts & solvents 2

HCID 887MethanolCatalystHCID 6342AcetonitrileSolvent

Procedure

Under a nitrogen atmosphere, methanol (1 drop) was added to a suspension of cis-4-[(4-chloro-1H-indazol-5-yl)oxy]cyclohexanamine (54.2 mg, 0.204 mmol) in acetonitrile (4 ml) at room temperature to effect dissolution, and 1M-hydrochloric acid-diethyl ether (224 μl, 0.224 mmol) was added dropwise thereto. After 1 hour, diethyl ether (10 ml) was added to the reaction suspension and the resulting mixture was filtered. Then, the precipitate was dried under pressure to obtain cis-4-[(4-chloro-1H-indazol-5-yl)oxy]cyclohexanamine hydrochloride (57.8 mg, 94%).

Workup

  1. additionwas added dropwise
  2. filtrationthe resulting mixture was filtered
  3. customThen, the precipitate was dried under pressure

Sources & evidence

ORD record
ord-446ad8adae114714a5ebc21bd2c9871d
Source dataset
uspto-grants-2007_04
Patent number
US07199147B2

Reaction notes

Loading…