HCID 22875129, compound → HCID 22875155, compound

HRID 266899Notes

Reaction equation

HRID 266899 reaction equation
C(OC([N:11]1[C:51]2[C:46](=[CH:47][C:48]([F:52])=[CH:49][CH:50]=2)[C:13]2([CH2:18][CH2:17][N:16]([C:19]([C@H:21]([NH:32][C:33](=[O:45])[C:34]([NH:37][C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])([CH3:36])[CH3:35])[CH2:22][C:23]3[C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[NH:25][CH:24]=3)=[O:20])[CH2:15][CH2:14]2)[CH2:12]1)=O)C1C=CC=CC=1>[OH-].[OH-].[Pd+2].C(O)C>[F:52][C:48]1[CH:47]=[C:46]2[C:13]3([CH2:18][CH2:17][N:16]([C:19]([C@H:21]([NH:32][C:33](=[O:45])[C:34]([NH:37][C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])([CH3:35])[CH3:36])[CH2:22][C:23]4[C:31]5[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=5)[NH:25][CH:24]=4)=[O:20])[CH2:15][CH2:14]3)[CH2:12][NH:11][C:51]2=[CH:50][CH:49]=1

Participants

4

Reactant 1

HCID 22875129HCID 22875129, compound

Product 1

HCID 22875155HCID 22875155, compoundYield 88.9%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

To a solution of 0.363 g of the intermediate obtained from Step B in 5 mL of of ethanol was added 0.10 g of 20% palladium hydroxide on carbon and hydrogenated under H2 balloon for 1 h. The catalyst was filtered off and washed with more methanol. The filtrate was concentrated to yield 0.262 g of the desired material.

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed with more methanol
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-6c267ea7db2043ffab6834269414559f
Source dataset
uspto-grants-1997_07
Patent number
US05652235

Reaction notes

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