Ammonium formate → HCID 10934154, compound

HRID 723482Notes

Reaction equation

HRID 723482 reaction equation
C1([C@@H]([NH:9][C@H:10]2[CH2:15][CH2:14][N:13]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:12][C@@H:11]2[C:23]([O:25][CH3:26])=[O:24])C)C=CC=CC=1.C([O-])=O.[NH4+]>CO.[Pd]>[NH2:9][C@H:10]1[CH2:15][CH2:14][N:13]([C:16]([O:18][C:19]([CH3:20])([CH3:21])[CH3:22])=[O:17])[CH2:12][C@@H:11]1[C:23]([O:25][CH3:26])=[O:24]

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 58745501HCID 58745501, compound

Product 1

HCID 10934154HCID 10934154, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 260A (1.10 g, 3.03 mmol) in MeOH (31 mL) at room temperature was treated with ammonium formate (1.51 g, 24.3 mmol) and 10% Pd/C (110 mg). The reaction mixture was heated to reflux for 14 hours then cooled to room temperature. The solid material was removed by filtration and washed with MeOH. The filtrate was concentrated in vacuo to give 0.75 g (yield: 96%) of Compound 260B as an oil.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 14 hours
  3. customThe solid material was removed by filtration
  4. washwashed with MeOH
  5. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-fbbd99380406407e819a80cee929ab6b
Source dataset
uspto-grants-2006_11
Patent number
US07141571B2

Reaction notes

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