1,2-Dichloroethane → HCID 86754785, compound

HRID 1602639Notes

Reaction equation

HRID 1602639 reaction equation
Cl.C[C@H:3]1[N:7](CC(O)=O)[C:6](=[O:12])[C@@H:5](CCC2C=CC3CCCNC=3N=2)C1.[CH2:25](Cl)[CH2:26]Cl.C1C=CC2N([OH:38])N=NC=2C=1.CN1[CH2:45][CH2:44][O:43][CH2:42][CH2:41]1>CC#N.C(OCC)(=O)C>[CH2:44]([O:43][C:42](=[O:38])[CH2:41][C@@H:3]([C:25]#[CH:26])[NH:7][C:6](=[O:12])[CH3:5])[CH3:45]

Participants

7

Reactant 4

HCID 111,2-DichloroethaneHCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 70224129HCID 70224129, compound

Product 1

HCID 86754785HCID 86754785, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 11-12 (350 mg, 0.9892 mmol), 2-9 (193 mg, 1.09 mmol), EDC (378 mg, 1.98 mmol), HOBT (134 mg, 0.9892 mmol) and NMM (1.10 mL, 7.91 mmol) in CH3CN (5 mL) was stirred for 20 h. The mixture was diluted with ethyl acetate, washed with sat. NaHCO3, brine, and dried over MgSO4. Following evaporative removal of the solvent, the residue was chromatographed (silica gel, 70:25:5 chloroform/ethyl acetate/MeOH to give 11-13 as a colorless foam.

Workup

  1. washwashed with sat. NaHCO3, brine
  2. dry with materialdried over MgSO4
  3. customremoval of the solvent
  4. customthe residue was chromatographed (silica gel, 70:25:5 chloroform/ethyl acetate/MeOH

Sources & evidence

ORD record
ord-d7475d96916d4414a54b67c02573d53d
Source dataset
uspto-grants-1999_11
Patent number
US05981546

Reaction notes

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