HCID 178522785, compound → HCID 178519982, compound

HRID 574667Notes

Reaction equation

HRID 574667 reaction equation
[OH:1][C:2]1[C:7]([C:8]([NH:10][CH2:11][C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14][CH:13]=2)=[O:9])=[CH:6][N:5]=[C:4]([CH2:22][OH:23])[N:3]=1>C(Cl)Cl>[CH:22]([C:4]1[N:3]=[C:2]([OH:1])[C:7]([C:8]([NH:10][CH2:11][C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14][CH:13]=2)=[O:9])=[CH:6][N:5]=1)=[O:23]

Participants

3

Reactant 1

HCID 178522785HCID 178522785, compound

Product 1

HCID 178519982HCID 178519982, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of step B product, 2-20-c, (2.22 g, 7.2 mmol) and Dess-Martain reagent (3.35 g, 7.9 mmol) in DCM (80 mL) was stirred at the ambient temperature for 1 h. The reaction solution was evaporated under vacuum to give a residue, which was purified by column chromatography with the eluent DCM:MeOH=60:1˜30:1 to afford the crude compound, 2-20-d, (1.84 g, 84%) as a solid.

Workup

  1. customThe reaction solution was evaporated under vacuum
  2. customto give a residue, which
  3. customwas purified by column chromatography with the eluent DCM

Sources & evidence

ORD record
ord-b6d755b801bc40d78013bfc5e29573bc
Source dataset
uspto-grants-2015_05
Patent number
US09034851B2

Reaction notes

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