HCID 68701031, compound → HCID 86646306, compound

HRID 1876282Notes

Reaction equation

HRID 1876282 reaction equation
C([Si]([C:8]#[C:9][C:10]1[CH:19]=[C:18]2[C:13]([CH:14]=[CH:15][CH:16]=[C:17]2[CH2:20][NH:21][C:22]([N:24]2[CH2:28][CH2:27][CH2:26][C@H:25]2[C:29]([OH:31])=[O:30])=[O:23])=[CH:12][CH:11]=1)(CC)CC)C>C1COCC1>[C:9]([C:10]1[CH:19]=[C:18]2[C:13]([CH:14]=[CH:15][CH:16]=[C:17]2[CH2:20][NH:21][C:22]([N:24]2[CH2:28][CH2:27][CH2:26][C@H:25]2[C:29]([OH:31])=[O:30])=[O:23])=[CH:12][CH:11]=1)#[CH:8]

Participants

3

Reactant 1

HCID 68701031HCID 68701031, compound

Product 1

HCID 86646306HCID 86646306, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 250 mg of (S)-1-[(7-Triethylsilanylethynyl-naphthalen-1-ylmethyl)-carbamoyl]-pyrrolidine-2-carboxylic acid in 14 ml of THF is stirred at rt for 1 hour. Solvent is evaporated and the residue obtained is purified by preparative HPLC (Waters Sun Fire C18 column, gradient water/acetonitrile 95/5 to 0/100) to yield the title compound.

Workup

  1. customSolvent is evaporated
  2. customthe residue obtained
  3. customis purified by preparative HPLC (Waters Sun Fire C18 column, gradient water/acetonitrile 95/5 to 0/100)

Sources & evidence

ORD record
ord-17d38dfbbaff4c8bb0074989e0308e14
Source dataset
uspto-grants-2012_11
Patent number
US08309596B2

Reaction notes

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