(5-(Cyano-dimethyl-methyl)-2-{3-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-phenyl}-2H-pyrazol-3-yl)-carbamic acid 2,2,2-trichloro-ethyl ester → HCID 117729467, compound

HRID 2200052Notes

Reaction equation

HRID 2200052 reaction equation
[Cl:1][C:2]([Cl:35])([Cl:34])[CH2:3][O:4][C:5](=[O:33])[NH:6][C:7]1[N:8]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH2:24][CH2:25][O:26]C3CCCCO3)[CH:18]=2)[N:9]=[C:10]([C:12]([C:15]#[N:16])([CH3:14])[CH3:13])[CH:11]=1>CO>[Cl:34][C:2]([Cl:1])([Cl:35])[CH2:3][O:4][C:5](=[O:33])[NH:6][C:7]1[N:8]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH2:24][CH2:25][OH:26])[CH:18]=2)[N:9]=[C:10]([C:12]([C:15]#[N:16])([CH3:14])[CH3:13])[CH:11]=1

Participants

3

Reactant 1

HCID 117729108(5-(Cyano-dimethyl-methyl)-2-{3-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-phenyl}-2H-pyrazol-3-yl)-carbamic acid 2,2,2-trichloro-ethyl ester

Product 1

HCID 117729467HCID 117729467, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Intermediate 20d (375 mg, 0.69 mmol) was dissolved in MeOH (5 mL) and loaded onto a 20 g SCX-2 SPE cartridge (pre-conditioned with MeOH). The cartridge was then washed with MeOH (2 column volumes) and the eluent concentrated in vacuo to afford the title compound as a colorless oil (283 mg, 89%). LCMS (Method 3): Rt 3.71 min, m/z 461, 463 [MH+].

Workup

  1. washThe cartridge was then washed with MeOH (2 column volumes)
  2. concentrationthe eluent concentrated in vacuo

Sources & evidence

ORD record
ord-66646e5c9ca847c78be415d4ca60c920
Source dataset
uspto-grants-2016_06
Patent number
US09359354B2

Reaction notes

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