p-Toluenesulfonic acid monohydrate → HCID 178505864, compound

HRID 475284Notes

Reaction equation

HRID 475284 reaction equation
[CH:1]1([C:4]2[NH:8][N:7]=[C:6]([NH:9][C:10]3[CH:15]=[CH:14][N:13]=[C:12]([NH:16][CH2:17][C:18]4[CH:32]=[C:31]([F:33])[C:21]5[N:22](C6CCCCO6)[CH:23]=[N:24][C:20]=5[CH:19]=4)[N:11]=3)[CH:5]=2)[CH2:3][CH2:2]1.CC1C=CC(S(O)(=O)=O)=CC=1.O>CO.O>[CH:1]1([C:4]2[NH:8][N:7]=[C:6]([NH:9][C:10]3[CH:15]=[CH:14][N:13]=[C:12]([NH:16][CH2:17][C:18]4[CH:32]=[C:31]([F:33])[C:21]5[NH:22][CH:23]=[N:24][C:20]=5[CH:19]=4)[N:11]=3)[CH:5]=2)[CH2:2][CH2:3]1

Participants

5

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 86694753HCID 86694753, compound

Product 1

HCID 178505864HCID 178505864, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A mixture of 272 (140 mg, 0.31 mmol) and p-TsOH.H2O (59 mg, 0.31 mmol) in MeOH (5 mL) and H2O (1 mL) was heated at reflux for 2 h. The mixture was cooled and concentrated in vacuo. The crude product was purified by preparative HPLC to afford 50 mg (44%) of I-96 as white solid.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 h
  3. temperatureThe mixture was cooled
  4. concentrationconcentrated in vacuo
  5. customThe crude product was purified by preparative HPLC
  6. customto afford 50 mg (44%) of I-96 as white solid

Sources & evidence

ORD record
ord-f3c88fac268b447cb222d7fce0c2cdfc
Source dataset
uspto-grants-2014_01
Patent number
US08637537B2

Reaction notes

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