HCID 76835858, compound → HCID 21104608, compound

HRID 1354204Notes

Reaction equation

HRID 1354204 reaction equation
[OH:1][CH:2]([C:22]1[C:31]2[C:26](=[CH:27][CH:28]=[C:29]([O:32][CH3:33])[CH:30]=2)[N:25]=[CH:24][CH:23]=1)[CH2:3][N:4]1[CH2:9][CH2:8][CH2:7][CH:6]([CH2:10][NH:11]C(=O)OCC2C=CC=CC=2)[CH2:5]1>C1COCC1.CO.[OH-].[OH-].[Pd+2]>[NH2:11][CH2:10][C@@H:6]1[CH2:7][CH2:8][CH2:9][N:4]([CH2:3][CH:2]([C:22]2[C:31]3[C:26](=[CH:27][CH:28]=[C:29]([O:32][CH3:33])[CH:30]=3)[N:25]=[CH:24][CH:23]=2)[OH:1])[CH2:5]1

Participants

5

Reactant 1

HCID 76835858HCID 76835858, compound

Product 1

HCID 21104608HCID 21104608, compound

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

20% Pd(OH)2 on carbon (0.7 g) was added to a solution of benzyl {1-[2-hydroxy-2-(6-methoxy-quinolin-4-yl)-ethyl]-piperidin-3-ylmethyl}carbamate (2.51 g, 5.58 mmol) in THF (35 ml), MeOH (7 ml) was added and hydrogenation was carried out under a hydrogen atmosphere (1 bar). The reaction mixture was filtered and the filtrate was concentrated.

Workup

  1. additionwas added
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-c99f132d4f5c4d08ac1934fa534b81f7
Source dataset
uspto-grants-2007_05
Patent number
US07223776B2

Reaction notes

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