HCID 86681279, compound → HCID 178490581, compound

HRID 1467323Notes

Reaction equation

HRID 1467323 reaction equation
[O:1]=[S:2]1(=[O:55])[CH2:7][CH:6]=[C:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:17]([NH:19][C@@H:20]4[CH2:25][CH2:24][CH2:23][N:22]([CH2:26][C:27]5[C:32]([O:33][CH3:34])=[CH:31][CH:30]=[CH:29][C:28]=5[F:35])[CH2:21]4)=[O:18])[CH:15]=3)[N:10](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[N:9]=2)[CH2:4][CH2:3]1>[Pd].C(OCC)(=O)C>[O:55]=[S:2]1(=[O:1])[CH2:3][CH2:4][CH:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:17]([NH:19][C@@H:20]4[CH2:25][CH2:24][CH2:23][N:22]([CH2:26][C:27]5[C:32]([O:33][CH3:34])=[CH:31][CH:30]=[CH:29][C:28]=5[F:35])[CH2:21]4)=[O:18])[CH:15]=3)[NH:10][N:9]=2)[CH2:6][CH2:7]1

Participants

4

Reactant 1

HCID 86681279HCID 86681279, compound

Product 1

HCID 178490581HCID 178490581, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A vial containing 3-(1,1-dioxido-3,6-dihydro-2H-thiopyran-4-yl)-N-[(3R)-1-(2-fluoro-6-methoxybenzyl)piperidin-3-yl]-1-trityl-1H-indazole-5-carboxamide (100 mg, 0.132 mmol) was charged with ethyl acetate (20 mL) to yield a homogenous solution. The resulting volume was continuously recycled through a 30 mm 10% Pd/C cartridge on a CatCart Thalesnano instrument (flow rate: 1 mL/min; temperature: 60° C.; pressure: 60 bar).

Workup

  1. customto yield a homogenous solution

Sources & evidence

ORD record
ord-14da15eb49aa4c568c8440d58cd9f9a3
Source dataset
uspto-grants-2015_04
Patent number
US08999957B2

Reaction notes

Loading…