p-Toluenesulfonic acid monohydrate → HCID 89704942, compound

HRID 528684Notes

Reaction equation

HRID 528684 reaction equation
[C:1]([C@@H:3]1[CH2:7][CH2:6][CH2:5][N:4]1[C:8](=[O:26])[CH2:9][NH:10][C:11]([CH:13]1[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]1)=[O:12])#[N:2].O.CC1C=CC(S(O)(=O)=O)=CC=1>C(#N)C>[C:1]([C@@H:3]1[CH2:7][CH2:6][CH2:5][N:4]1[C:8](=[O:26])[CH2:9][NH:10][C:11]([CH:13]1[CH2:14][CH2:15][NH:16][CH2:17][CH2:18]1)=[O:12])#[N:2]

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 89705262HCID 89705262, compound

Product 1

HCID 89704942HCID 89704942, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of (S)-tert-butyl 4-(2-(2-cyanopyrrolidine-1-yl)-2-oxoethylcarbamoyl)piperidine-1-carboxylate (0.100 g, 0.274 mmol) in 2 ml Acetonitrile was 4-methylbenzenesulfonic acid hydrate (0.073 g, 0.384 mmol) added and the mixture was stirred for 24 h. After evaporation of the volatiles, the sample was purified by preparative HPLC to yield an reddish oil.

Workup

  1. additionadded
  2. customAfter evaporation of the volatiles
  3. customthe sample was purified by preparative HPLC
  4. customto yield an reddish oil

Sources & evidence

ORD record
ord-e033e2d277e044c783346e7bd90ac5db
Source dataset
uspto-grants-2016_05
Patent number
US09346814B2

Reaction notes

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