Ethanol → HCID 86656618, compound

HRID 2036882Notes

Reaction equation

HRID 2036882 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][NH:8][C:9]([C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][CH:20]=1)[CH2:17][N:16](C(OCC1C=CC=CC=1)=O)[CH2:15][CH2:14]2)=[O:10].C(O)C.[H][H]>[Pd].C(N(CC)CC)C>[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][NH:8][C:9]([C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][CH:20]=1)[CH2:17][NH:16][CH2:15][CH2:14]2)=[O:10]

Participants

6

Reactant 3

HCID 702EthanolHCID 86656617HCID 86656617, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86656618HCID 86656618, compoundYield 90.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8471TriethylamineSolvent

Procedure

A mixture of 5 g benzyl 6-[(tetrahydro-2H-pyran-2-yloxy)carbamoyl]-3,4-dihydroisoquinoline-2(1H)-carboxylate, 250 mg Pd/C (5%), 250 ml ethanol and 5 ml triethylamine is hydrogenated at ambient hydrogen pressure. The reaction mixture is filtered, evaporated and 3.05 g of yellowish foam are obtained.

Workup

  1. filtrationThe reaction mixture is filtered
  2. customevaporated

Sources & evidence

ORD record
ord-6c1dfa4620324ace8be191a3d091b59b
Source dataset
uspto-grants-2013_11
Patent number
US08575193B2

Reaction notes

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