HCID 11239513, compound → HCID 11260351, compound

HRID 2117289Notes

Reaction equation

HRID 2117289 reaction equation
[C:1]([O:5][C:6](=[O:52])[N:7]([CH2:17][CH:18]([OH:51])[CH:19]([NH:36][C:37](=[O:50])[CH2:38][NH:39]C(OCC1C=CC=CC=1)=O)[CH2:20][C:21]1[CH:26]=[C:25]([F:27])[CH:24]=[C:23]([O:28]CC2C=CC=CC=2)[CH:22]=1)[CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH3:16])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6](=[O:52])[N:7]([CH2:17][CH:18]([OH:51])[CH:19]([NH:36][C:37](=[O:50])[CH2:38][NH2:39])[CH2:20][C:21]1[CH:22]=[C:23]([OH:28])[CH:24]=[C:25]([F:27])[CH:26]=1)[CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH3:16])[CH:10]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 1

HCID 11239513HCID 11239513, compound

Product 1

HCID 11260351HCID 11260351, compoundYield 71.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of the product from Step 4 (130 mg, 0.18 mmol, 1.00 eq.) in methanol (0.5 mL) is added 10% Pd/C (20 mg, 0.02 mmol, 0.10 eq.). The reaction vessel is purged with H2 and then maintained under H2 via a balloon. The reaction is stirred under H2 overnight and then filtered and concentrated in vacuo yielding the product as a white solid (63 mg, 71% crude yield). Calculate mass for C26H36FN3O5: 489.26. Mass found for C26H36FN3O5: (OAMS) ES+: 489.8 (M+1), ES− 487.8 (M−1).

Workup

  1. customThe reaction vessel is purged with H2
  2. temperaturemaintained under H2 via a balloon
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e55fadc89a964769a3a79daa19a5c328
Source dataset
uspto-grants-2008_10
Patent number
US07442691B2

Reaction notes

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