Ammonium formate → HCID 136374246, compound

HRID 601314Notes

Reaction equation

HRID 601314 reaction equation
C([O:8][C:9]1[CH:38]=[CH:37][C:12]2[NH:13][C:14]([C:19]3[C:20](=[O:36])[N:21]([NH:30][CH2:31][CH2:32][CH:33]([CH3:35])[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]>[OH:29][C:28]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[N:21]([NH:30][CH2:31][CH2:32][CH:33]([CH3:35])[CH3:34])[C:20](=[O:36])[C:19]=1[C:14]1[NH:13][C:12]2[CH:37]=[CH:38][C:9]([OH:8])=[CH:10][C:11]=2[S:16](=[O:17])(=[O:18])[N:15]=1

Participants

6

Reactant 2

HCID 2723923Ammonium formateHCID 136374100HCID 136374100, compound

Product 1

HCID 136374246HCID 136374246, compoundYield 80.7%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 9942167Palladium hydroxideCatalystHCID 8028TetrahydrofuranSolvent

Procedure

The product of Example 323B (0.037 g, 0.07 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 (0.018 g, 0.29 mmol) at 60° C. for 30 minutes. The warm reaction mixture was filtered through celite® (diatomaceous earth) and the filtrate was evaporated under reduced pressure to give the title compound (0.025 g, 80%).

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-02f3a328cea146f19a4889f9b73f3456
Source dataset
uspto-grants-2011_03
Patent number
US07902203B2

Reaction notes

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