HCID 19789869, compound → HCID 178441930, compound

HRID 1656030Notes

Reaction equation

HRID 1656030 reaction equation
[Br:1][C:2]1[C:6]2[CH:7]=[C:8]([CH2:11][C:12]3[C:13]([CH2:25][CH2:26][CH2:27][CH3:28])=[N:14][N:15]([CH2:20][C:21]([F:24])([F:23])[F:22])[C:16]=3[CH2:17][O:18][CH3:19])[CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[C:35]1[N:36]=[N:37][N:38](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[N:39]=1>CO.ClCCl>[Br:1][C:2]1[C:6]2[CH:7]=[C:8]([CH2:11][C:12]3[C:13]([CH2:25][CH2:26][CH2:27][CH3:28])=[N:14][N:15]([CH2:20][C:21]([F:23])([F:22])[F:24])[C:16]=3[CH2:17][O:18][CH3:19])[CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[C:35]1[NH:39][N:38]=[N:37][N:36]=1

Participants

4

Reactant 1

HCID 19789869HCID 19789869, compound

Product 1

HCID 178441930HCID 178441930, compoundYield 28.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

dl-1-Camphor sulphonic acid (67 mg) was added to a solution of Intermediate 14a (268 mg) in methanol (5 ml) and dichloromethane (2 ml). The mixture was stirred at room temperature for 48 h. The solvent was evaporated and the residue purified by flash column chromatography eluting with System G (100:100:1) to give the title compound as a colourless foam (55 mg) after azeotroping with heptane to remove acetic acid.

Workup

  1. customThe solvent was evaporated
  2. customthe residue purified by flash column chromatography
  3. washeluting with System G (100:100:1)

Sources & evidence

ORD record
ord-d58912d69d5d4df990f67f8445ca9e6d
Source dataset
uspto-grants-1993_10
Patent number
US05252593

Reaction notes

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