HCID 71598650, compound → HCID 71598652, compound

HRID 533130Notes

Reaction equation

HRID 533130 reaction equation
[F:1][C:2]([CH3:30])([CH3:29])[CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([CH:10]2[O:28][C:13]3=[CH:14][N:15]=[C:16]([C:18]4[CH2:19][CH2:20][N:21]([S:24]([CH3:27])(=[O:26])=[O:25])[CH2:22][CH:23]=4)[CH:17]=[C:12]3[CH2:11]2)[CH2:6][CH2:5]1>[Pd].CO>[F:1][C:2]([CH3:30])([CH3:29])[CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([CH:10]2[O:28][C:13]3=[CH:14][N:15]=[C:16]([CH:18]4[CH2:23][CH2:22][N:21]([S:24]([CH3:27])(=[O:26])=[O:25])[CH2:20][CH2:19]4)[CH:17]=[C:12]3[CH2:11]2)[CH2:6][CH2:5]1

Participants

4

Reactant 1

HCID 71598650HCID 71598650, compound

Product 1

HCID 71598652HCID 71598652, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2-[1-(2-fluoro-2-methyl-propyl)-piperidin-4-yl]-5-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-2,3-dihydro-furo[2,3-c]pyridine (50 mg) and 10% palladium on carbon (15 mg) in methanol (5 mL) is shaken under hydrogen atmosphere (3.5 bar) at room temperature. The catalyst is filtered off and the filtrate is concentrated in vacuo. The residue is triturated with diethyl ether, filtered off, and dried to give the title compound. LC (method 3): tR=0.58 min; Mass spectrum (ESI+): m/z=440 [M+H]+.

Workup

  1. filtrationThe catalyst is filtered off
  2. concentrationthe filtrate is concentrated in vacuo
  3. customThe residue is triturated with diethyl ether
  4. filtrationfiltered off
  5. customdried

Sources & evidence

ORD record
ord-23c8342016d341a385a3c0bd760d902a
Source dataset
uspto-grants-2014_10
Patent number
US08853239B2

Reaction notes

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