1,2-Dichloroethane → HCID 86754781, compound

HRID 1602647Notes

Reaction equation

HRID 1602647 reaction equation
Cl.C([C@H:9]1[N:13](CC(O)=O)[C:12](=[O:18])[C@@H:11](CCC2C=CC3CCCNC=3N=2)C1)C1C=CC=CC=1.C(Cl)CCl.[CH:35]1[CH:36]=[CH:37][C:38]2N(O)N=[N:41][C:39]=2C=1.CN1[CH2:51][CH2:50][O:49][CH2:48][CH2:47]1.CN(C=[O:56])C>C(OCC)(=O)C>[CH2:50]([O:49][C:48](=[O:56])[CH2:47][C@@H:9]([C:38]1[CH:39]=[N:41][CH:35]=[CH:36][CH:37]=1)[NH:13][C:12](=[O:18])[CH3:11])[CH3:51]

Participants

7

Reactant 5

HCID 111,2-DichloroethaneHCID 6228DimethylformamideHCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 70226631HCID 70226631, compound

Product 1

HCID 86754781HCID 86754781, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 12-8 (150 mg, 0.3559 mmol), 2-10 (60 mg, 0.2135 mmol), EDC (132 mg, 0.7118 mmol), HOBT (48 mg, 0.3559mmol) and NMM (0.4 mL, 2.85 mmol) in DMF (4 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, 70:20:10 chloroform/ethyl acetate/MeOH to give 12-9 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, 70:20:10 chloroform/ethyl acetate/MeOH

Sources & evidence

ORD record
ord-5018d8bf15b8499aab8cf960ac8839a6
Source dataset
uspto-grants-1999_11
Patent number
US05981546

Reaction notes

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