Ethanolamine → HCID 57835562, compound

HRID 2075125Notes

Reaction equation

HRID 2075125 reaction equation
[N:1]([C@H:4]([C@@H:30]1[CH2:34][C@@H:33]([CH:35]([CH3:37])[CH3:36])[C:32](=[O:38])[O:31]1)[CH2:5][CH:6]([CH:27]([CH3:29])[CH3:28])[C@H:7](OC(=O)C(C)C)[C:8]1[CH:13]=[CH:12][C:11]([F:14])=[C:10]([O:15][CH2:16][CH2:17][CH2:18][O:19][CH3:20])[CH:9]=1)=[N+]=[N-].C(CN)O>C(O)C.[Pd]>[NH2:1][C@H:4]([C@H:30]1[O:31][C:32](=[O:38])[C@H:33]([CH:35]([CH3:37])[CH3:36])[CH2:34]1)[CH2:5][C@H:6]([CH2:7][C:8]1[CH:13]=[CH:12][C:11]([F:14])=[C:10]([O:15][CH2:16][CH2:17][CH2:18][O:19][CH3:20])[CH:9]=1)[CH:27]([CH3:28])[CH3:29]

Participants

5

Reactant 2

HCID 700EthanolamineHCID 86634914HCID 86634914, compound

Product 1

HCID 57835562HCID 57835562, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of isobutyric acid (S)-2-[(S)-2-azido-2-((2S,4S)-4-isopropyl-5-oxo-tetrahydro-furan-2-yl)-ethyl]-1-[4-fluoro-3-(3-methoxy-propoxy)-phenyl]-3-methyl-butyl ester (1.45 g, 2.7 mmol, 1 equiv.), Pd/C (10%, 2.9 g) and ethanolamine (0.17 mL, 2.7 mmol, 1 equiv.) in ethanol (135 mL) were shaken under H2 (1 atmosphere) for 24 hours. The reaction mixture is filtered, before the solvent is evaporated to afford the product as a light grey gum. MS (LC-MS): 424 [M+H]+

Workup

  1. filtrationThe reaction mixture is filtered, before the solvent
  2. customis evaporated

Sources & evidence

ORD record
ord-4c97c57ffe314b7ba70e61a078a9ce8c
Source dataset
uspto-grants-2011_04
Patent number
US07919529B2

Reaction notes

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