HCID 86654995, compound → HCID 67308745, compound

HRID 400367Notes

Reaction equation

HRID 400367 reaction equation
[N:1]([CH2:4][C@H:5]1[O:9][C:8](=[O:10])[N:7]([C:11]2[CH:12]=[C:13]3[C:18](=[CH:19][CH:20]=2)[CH2:17][N:16]([CH3:21])[CH2:15][CH2:14]3)[CH2:6]1)=[N+]=[N-].[H][H]>C1COCC1.CO.[Pd]>[NH2:1][CH2:4][C@@H:5]1[O:9][C:8](=[O:10])[N:7]([C:11]2[CH:12]=[C:13]3[C:18](=[CH:19][CH:20]=2)[CH2:17][N:16]([CH3:21])[CH2:15][CH2:14]3)[CH2:6]1

Participants

6

Reactant 2

HCID 86654995HCID 86654995, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67308745HCID 67308745, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

184 mg (0.6 mmol) (S)-5-azidomethyl-3-(2-methyl-1,2,3,4-tetrahydro-isoquinolin-6-yl)-oxazolidin-2-one are dissolved in a mixture of 2 ml THF and 10 ml of methanol, combined with 50 mg palladium/charcoal (5%) and hydrogenated for two hours at 3 bar hydrogen pressure. The catalyst is filtered off and the filtrate is evaporated to dryness i. vac.

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe filtrate is evaporated to dryness i

Sources & evidence

ORD record
ord-37894b280e3346f6b37966794973c92d
Source dataset
uspto-grants-2014_06
Patent number
US08741890B2

Reaction notes

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