Ammonium formate → HCID 136358407, compound

HRID 601311Notes

Reaction equation

HRID 601311 reaction equation
C([O:8][C:9]1[CH:37]=[CH:36][C:12]2[NH:13][C:14]([C:19]3[C:20](=[O:35])[N:21]([NH:30][CH2:31][CH2:32][CH2:33][CH3:34])[C:22]4[C:27]([C:28]=3[OH:29])=[CH:26][CH:25]=[CH:24][CH:23]=4)=[N:15][S:16](=[O:18])(=[O:17])[C:11]=2[CH:10]=1)C1C=CC=CC=1.C([O-])=O.[NH4+]>O1CCCC1.[Pd].[OH-].[OH-].[Pd+2]>[CH2:31]([NH:30][N:21]1[C:22]2[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:28]([OH:29])=[C:19]([C:14]2[NH:13][C:12]3[CH:36]=[CH:37][C:9]([OH:8])=[CH:10][C:11]=3[S:16](=[O:17])(=[O:18])[N:15]=2)[C:20]1=[O:35])[CH2:32][CH2:33][CH3:34]

Participants

6

Reactant 2

HCID 2723923Ammonium formateHCID 136358408HCID 136358408, compound

Product 1

HCID 136358407HCID 136358407, compoundYield 101.9%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 9942167Palladium hydroxideCatalystHCID 8028TetrahydrofuranSolvent

Procedure

The product of Example 322B (0.045 g, 0.087 mmol) in tetrahyrofuran (8 mL) was reacted with a catalytic amount of palladium hydroxide on carbon, a catalytic amount of 5% palladium on carbon, and ammonium formate (0.03 g, 0.48 mmol) at 60° C. for 4 hours. The warm reaction mixture was filtered through celite® (diatomaceous earth) and the filtrate was evaporated under reduced pressure to give the title compound (0.038 g, 100%).

Workup

  1. customThe warm reaction mixture
  2. filtrationwas filtered through celite® (diatomaceous earth)
  3. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-3c67995833d341ca9f7f78957f6a622d
Source dataset
uspto-grants-2011_03
Patent number
US07902203B2

Reaction notes

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