1,2-Dichloroethane → HCID 58333608, compound

HRID 2066848Notes

Reaction equation

HRID 2066848 reaction equation
[CH:1]([O:4][C:5]([N:7]1[CH2:12][CH2:11][CH:10]([O:13][N:14]=[C:15]2[CH2:20][CH2:19][N:18]([C:21]3[CH:26]=[C:25]([F:27])[C:24]([C:28]([OH:30])=O)=[CH:23][C:22]=3[F:31])[CH2:17][CH2:16]2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2].[CH3:32][NH:33][CH3:34].C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl>C(Cl)Cl>[CH:1]([O:4][C:5]([N:7]1[CH2:8][CH2:9][CH:10]([O:13][N:14]=[C:15]2[CH2:20][CH2:19][N:18]([C:21]3[CH:26]=[C:25]([F:27])[C:24]([C:28](=[O:30])[N:33]([CH3:34])[CH3:32])=[CH:23][C:22]=3[F:31])[CH2:17][CH2:16]2)[CH2:11][CH2:12]1)=[O:6])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 674DimethylamineHCID 757711-HydroxybenzotriazoleHCID 58333593HCID 58333593, compound

Product 1

HCID 58333608HCID 58333608, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

9-1 (30 mg, 0.071 mmol), dimethylamine (0.1 mmol) and HOBT (0.2 mmol) were combined in DCM (1 mL) and stirred at room temperature for 10 minutes. EDC(0.2 mmol) was added and the mixture was stirred for 18 h. The solution was washed with 2 mL of aqueous NaHCO3, concentrated, taken up with 1 mL of methanol and purified on preparative HPLC to give 29-1: LC-MS 467.4 (MH).

Workup

  1. stirringthe mixture was stirred for 18 h
  2. washThe solution was washed with 2 mL of aqueous NaHCO3
  3. concentrationconcentrated
  4. custompurified on preparative HPLC
  5. customto give 29-1

Sources & evidence

ORD record
ord-d5579f41056b452ebc62ec00f75f7468
Source dataset
uspto-grants-2012_10
Patent number
US08293729B2

Reaction notes

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