Methanol → HCID 86702098, compound

HRID 715839Notes

Reaction equation

HRID 715839 reaction equation
CS(OCCOC12[CH2:19][C:13]3([CH3:20])[CH2:14][C:15]([CH3:18])([CH2:17][C:11]([CH2:21][N:22]4[C:26]([CH3:27])=[C:25]([I:28])[CH:24]=[N:23]4)([CH2:12]3)[CH2:10]1)[CH2:16]2)(=O)=O.[CH3:29][OH:30]>CN>[CH3:18][C:15]12[CH2:16][C:29]3([O:30][CH2:11][CH2:21][NH:22][CH3:26])[CH2:19][C:13]([CH3:20])([CH2:12][C:11]([CH2:21][N:22]4[C:26]([CH3:27])=[C:25]([I:28])[CH:24]=[N:23]4)([CH2:10]3)[CH2:17]1)[CH2:14]2

Participants

4

Reactant 2

HCID 887MethanolHCID 86702097HCID 86702097, compound

Product 1

HCID 86702098HCID 86702098, compound

Reagents, catalysts & solvents 1

HCID 6329MethylamineSolvent

Procedure

A solution of 2-({3-[(4-iodo-5-methyl-1H-pyrazol-1-yl)methyl]-5,7-dimethyltricyclo[3.3.1.13,7]dec-1-yl}oxy)ethyl methanesulfonate (2.5 g) in 2 M methylamine in methanol (15 mL) was heated to 100° C. for 20 minutes in a Biotage Initiator microwave reactor. The reaction mixture was concentrated, and the residue was diluted with ethyl acetate. The organic layer was washed with saturated aqueous sodium bicarbonate solution, water and brine. The organic layer was dried with sodium sulfate, filtered and concentrated to give the title compound which was used in the next reaction without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additionthe residue was diluted with ethyl acetate
  3. washThe organic layer was washed with saturated aqueous sodium bicarbonate solution, water and brine
  4. dry with materialThe organic layer was dried with sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-9aeac954955946beaf237c33c88f08ea
Source dataset
uspto-grants-2015_11
Patent number
US09187472B2

Reaction notes

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