HCID 46240379, compound → HCID 46240381, compound

HRID 2096184Notes

Reaction equation

HRID 2096184 reaction equation
Br[C:2]1[C:3]([C:8]2([OH:35])[CH2:13][CH2:12][CH:11]([N:14]3[CH2:17][CH:16]([NH:18][C:19]([CH2:21][NH:22][C:23](=[O:34])[C:24]4[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:33])([F:32])[F:31])[CH:25]=4)=[O:20])[CH2:15]3)[CH2:10][CH2:9]2)=[N:4][N:5]([CH3:7])[CH:6]=1>CO.[Pd]>[OH:35][C:8]1([C:3]2[CH:2]=[CH:6][N:5]([CH3:7])[N:4]=2)[CH2:9][CH2:10][CH:11]([N:14]2[CH2:17][CH:16]([NH:18][C:19]([CH2:21][NH:22][C:23](=[O:34])[C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:31])([F:32])[F:33])[CH:25]=3)=[O:20])[CH2:15]2)[CH2:12][CH2:13]1

Participants

4

Reactant 1

HCID 46240379HCID 46240379, compound

Product 1

HCID 46240381HCID 46240381, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

N-({1-[4-(4-Bromo-1-methyl-1H-pyrazol-3-yl)-4-hydroxy-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide 31a (100 mg, 0.18 mmol) in MeOH (25 mL) was passed through a 10% Pd on C cartridge in a H-Cube® Continuous-flow Hydrogenation reactor (ThalesNano, Budapest, Hungary) under full hydrogen mode (flow rate 1 mL/min). The resulting solution was concentrated to give the title compound as a yellow solid.

Workup

  1. concentrationThe resulting solution was concentrated

Sources & evidence

ORD record
ord-a9b30a46308d40709746daded2770d3e
Source dataset
uspto-grants-2013_05
Patent number
US08450304B2

Reaction notes

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