HCID 59771820, compound → HCID 59771821, compound

HRID 2219901Notes

Reaction equation

HRID 2219901 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C@H:9]([N:13]1[CH:17]=[C:16]([CH2:18][C@@H:19]([NH:23][S:24]([C:27]3[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=3)(=[O:26])=[O:25])[C:20]([NH2:22])=[O:21])[N:15]=[N:14]1)[CH2:8][CH2:7][CH2:6]2>ClCCCl.CC#N.O=[Mn]=O>[CH:2]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C@H:9]([N:13]1[CH:17]=[C:16]([CH2:18][C@@H:19]([NH:23][S:24]([C:27]3[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=3)(=[O:25])=[O:26])[C:20]([NH2:22])=[O:21])[N:15]=[N:14]1)[CH2:8][CH2:7][CH2:6]2)=[O:1]

Participants

4

Reactant 1

HCID 59771820HCID 59771820, compound

Product 1

HCID 59771821HCID 59771821, compound

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 22402149Acetonitrile 1,2-dichloroethaneSolvent

Procedure

To a stirred solution of (R)-3-(1-((R)-6-(hydroxymethyl)-1,2,3,4-tetrahydronaphthalen-1-yl)-1H-1,2,3-triazol-4-yl)-2-(4-methylbenzenesulfonamido)propanamide (0.66 g, 1.4 mmol) in DCE/MeCN (1:1, 30 mL) was added MnO2. The reaction mixture was stirred overnight at RT. The solid was removed by filtration, and the filtrate was concentrated to give a tan solid. MS (m/z): 468.4 (m+H).

Workup

  1. customThe solid was removed by filtration
  2. concentrationthe filtrate was concentrated
  3. customto give a tan solid

Sources & evidence

ORD record
ord-850ecdc87e6744a19aee1241e37f3cac
Source dataset
uspto-grants-2008_08
Patent number
US07414134B2

Reaction notes

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