HCID 86661321, compound → HCID 86661320, compound

HRID 1685091Notes

Reaction equation

HRID 1685091 reaction equation
[C:1]([CH:3]([N:21]([CH3:29])[C:22]([CH:24]1[CH2:28][CH2:27][CH2:26][O:25]1)=[O:23])[C:4]1[N:5]=[C:6]([NH:9][C:10]([NH:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=2)=[O:11])[S:7][CH:8]=1)#[N:2]>CO.[Ni]>[NH2:2][CH2:1][CH:3]([N:21]([CH3:29])[C:22]([CH:24]1[CH2:28][CH2:27][CH2:26][O:25]1)=[O:23])[C:4]1[N:5]=[C:6]([NH:9][C:10]([NH:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=2)=[O:11])[S:7][CH:8]=1

Participants

4

Reactant 1

HCID 86661321HCID 86661321, compound

Product 1

HCID 86661320HCID 86661320, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

Tetrahydro-furan-2-carboxylic acid (cyano-{2-[3-(3-fluoro-benzyl)-ureido]-thiazol-4-yl}-methyl)-methyl-amide (420 mg) was dissolved in MeOH (10 mL) and treated with Raney®-Nickel under a pressurized hydrogen (45 psi) over a couple of hours until all starting materials were consumed. The final product was purified by column chromatography. The product was confirmed by 1H NMR and LC-MS.

Workup

  1. customwere consumed
  2. customThe final product was purified by column chromatography

Sources & evidence

ORD record
ord-683b77016b644003bb9446fb5ad4cb18
Source dataset
uspto-grants-2012_04
Patent number
US08148380B2

Reaction notes

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