HCID 67052667, compound → HCID 67052623, compound

HRID 2276975Notes

Reaction equation

HRID 2276975 reaction equation
C(OC([N:11]1[CH2:23][CH2:22][C:21]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[NH:14][C:13]=2[CH:12]1[CH2:24][N:25]([C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])[C@H:26]([C:33]([O:35][CH:36]1[CH2:40][CH2:39][CH2:38][CH2:37]1)=[O:34])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=O)C1C=CC=CC=1.[H][H]>C(O)C.[Pd]>[CH:36]1([O:35][C:33](=[O:34])[C@@H:26]([N:25]([C:41]([O:43][C:44]([CH3:46])([CH3:45])[CH3:47])=[O:42])[CH2:24][CH:12]2[C:13]3[NH:14][C:15]4[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=4)[C:21]=3[CH2:22][CH2:23][NH:11]2)[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:40][CH2:39][CH2:38][CH2:37]1

Participants

5

Reactant 2

HCID 67052667HCID 67052667, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67052623HCID 67052623, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of stage 5 dicarbamate (0.5 g, 0.78 mmol) in ethanol (40 ml) was stirred under the atmosphere of hydrogen in the presence of 10% Pd/C (0.4 g) for 2 h under balloon pressure. The reaction mixture was filtered through a pad of celite and evaporated to dryness yielding the required product (0.35 g, 90%), 91% purity by LCMS, m/z 504 [M++H]+.

Workup

  1. filtrationThe reaction mixture was filtered through a pad of celite
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-472376fba49b4880bdce063a2f7edebc
Source dataset
uspto-grants-2015_09
Patent number
US09133104B2

Reaction notes

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