HCID 57842902, compound → HCID 57842775, compound

HRID 735562Notes

Reaction equation

HRID 735562 reaction equation
[C:1]([O:5][C:6]([N:8]([C:50]([O:52][C:53]([CH3:56])([CH3:55])[CH3:54])=[O:51])[C:9]1[C:18]2[C:13](=[CH:14][C:15]([NH:19][CH:20]([C:24]3[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][N:32]([CH3:49])[C:33]([NH:35][C:36]4[CH:41]=[CH:40][C:39]([S:42]([CH2:45][CH3:46])(=[O:44])=[O:43])=[C:38]([C:47]#[N:48])[CH:37]=4)=[O:34])=[CH:26][CH:25]=3)[C:21]([OH:23])=[O:22])=[CH:16][CH:17]=2)[CH:12]=[CH:11][N:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Ni]>[NH2:48][CH2:47][C:38]1[CH:37]=[C:36]([NH:35][C:33](=[O:34])[N:32]([CH2:31][CH2:30][C:27]2[CH:28]=[CH:29][C:24]([CH:20]([NH:19][C:15]3[CH:14]=[C:13]4[C:18](=[CH:17][CH:16]=3)[C:9]([N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[C:50]([O:52][C:53]([CH3:54])([CH3:55])[CH3:56])=[O:51])=[N:10][CH:11]=[CH:12]4)[C:21]([OH:23])=[O:22])=[CH:25][CH:26]=2)[CH3:49])[CH:41]=[CH:40][C:39]=1[S:42]([CH2:45][CH3:46])(=[O:44])=[O:43]

Participants

4

Reactant 1

HCID 57842902HCID 57842902, compound

Product 1

HCID 57842775HCID 57842775, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A solution of 25D (460 mg, 0.59 mmol) in MeOH (50 mL) with catalytic Raney Ni was stirred under an atmosphere of H2 (70 psi) for 20 h. The reaction mixture was filtered through Celite and concentrated to give 25E (340 mg, 73%) as a yellow oil. MS (ESI) m/z 790.95 (M+H)+.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-1f99dc189eb04cf0bf9244b1e5e57af3
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

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