1,2-Dichloroethane → HCID 86754787, compound

HRID 1602653Notes

Reaction equation

HRID 1602653 reaction equation
[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:13][C@@H:12]([CH3:14])[N:11](CC(O)=O)[C:10]1=[O:19])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(Cl)CCl.C1C=C[C:27]2[N:32](O)N=N[C:28]=2[CH:29]=1.CN1CC[O:38][CH2:37][CH2:36]1.[CH3:41][CH2:42][O:43][C:44]([CH3:46])=[O:45]>CC#N>[CH2:42]([O:43][C:44](=[O:45])[CH2:46][C@@H:27]([C:28]#[CH:29])[N:32]([N:11]1[C@H:12]([CH3:14])[CH2:13][C@H:9]([NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[C:10]1=[O:19])[C:37](=[O:38])[CH3:36])[CH3:41]

Participants

7

Reactant 5

HCID 111,2-DichloroethaneHCID 79724-MethylmorpholineHCID 8857Ethyl AcetateHCID 757711-HydroxybenzotriazoleHCID 22086393HCID 22086393, compound

Product 1

HCID 86754787HCID 86754787, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 13-9 (440 mg, 1.62 mmol), 2-9 (290 mg, 1.62 mmol), EDC (373 mg, 1.94 mmol), HOBT (262 mg, 1.94 mmol) and NMM (1.20 mL, 11.34 mmol) in CH3CN (5 mL) was stirred for 20 h. The mixture was diluted with EtOAc, washed with sat. NaHCO3, brine, and dried over MgSO4. Following evaporative removal of the solvent, the residue was chromatographed (silica gel, EtOAc) to give 13-10 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, EtOAc)

Sources & evidence

ORD record
ord-dd2b965422d34c64bd9c11b1a708bce7
Source dataset
uspto-grants-1999_11
Patent number
US05981546

Reaction notes

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