Cyclopropylamine → HCID 59437283, compound

HRID 244418Notes

Reaction equation

HRID 244418 reaction equation
[N:1]1([C:6]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([C:17]([OH:32])([C:22]4[C:30]5[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=5)[N:24]([CH3:31])[CH:23]=4)[C:18]([F:21])([F:20])[F:19])=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[O:7])C=CN=[CH:2]1.[CH:33]1(N)C[CH2:34]1>N1C=CC=CC=1.CCOCC>[CH:2]1([NH:1][C:6]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([C:17]([OH:32])([C:22]4[C:30]5[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=5)[N:24]([CH3:31])[CH:23]=4)[C:18]([F:20])([F:21])[F:19])=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[O:7])[CH2:34][CH2:33]1

Participants

5

Reactant 2

HCID 69828CyclopropylamineHCID 68474641HCID 68474641, compound

Product 1

HCID 59437283HCID 59437283, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of imidazol-1-yl-{5-[2,2,2-trifluoro-1-hydroxy-1-(1-methyl-1H-indol-3-yl)ethyl]indazol-1-yl}-methanone (0.145 mmol) in 1 mL of pyridine was added cyclopropylamine (1.45 mmol). The mixture was stirred overnight, diluted with ether, washed with water and brine and dried over magnesium sulfate. The volatiles were removed in vacuo and the residue purified by flash silica gel chromatography using 33% ethyl acetate in hexanes. The product-rich fractions were concentrated in vacuo to provide the title compound, m.p. 116° C.-118° C.

Workup

  1. washwashed with water and brine
  2. dry with materialdried over magnesium sulfate
  3. customThe volatiles were removed in vacuo
  4. customthe residue purified by flash silica gel chromatography
  5. concentrationThe product-rich fractions were concentrated in vacuo

Sources & evidence

ORD record
ord-fe9f476442c749d38ea23922b91bf9ae
Source dataset
uspto-grants-2014_02
Patent number
US08658637B2

Reaction notes

Loading…