1,2-Dichloroethane → HCID 59556127, compound

HRID 1809944Notes

Reaction equation

HRID 1809944 reaction equation
[N:1]([C@H:4]1[CH2:8][N:7]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[C@@H:6]([CH3:16])[CH2:5]1)=[N+]=[N-].[F:17][C:18]([F:33])([F:32])[C:19]1[CH:20]=[C:21]([CH:29]=[CH:30][CH:31]=1)[C:22]([NH:24][CH2:25][C:26](O)=[O:27])=[O:23].C(N(CC)CC)C.C(Cl)CCl>C(Cl)Cl>[CH3:16][C@H:6]1[CH2:5][C@@H:4]([NH:1][C:26](=[O:27])[CH2:25][NH:24][C:22](=[O:23])[C:21]2[CH:29]=[CH:30][CH:31]=[C:19]([C:18]([F:17])([F:33])[F:32])[CH:20]=2)[CH2:8][N:7]1[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10]

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 2777432((3-(Trifluoromethyl)benzoyl)amino)acetic acidHCID 59556056HCID 59556056, compound

Product 1

HCID 59556127HCID 59556127, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the amine of step D (0.5 g, 2.5 mmol), the carboxylic acid obtained in step A, Example 114 and triethylamine (0.7 mL, 5.0 mmol) in methylene chloride (25 mL) cooled in an ice bath was added EDC (0.53 g, 2.75 mmol). After being stirred at room temperature overnight, the solution was concentrated. The residue was purified on silica gel eluting with a gradient of 0-4% MeOH/CH2Cl2 provided 0.6 g of the title compound. MS calculated (M+H)+430. Found 430.1.

Workup

  1. concentrationthe solution was concentrated
  2. customThe residue was purified on silica gel eluting with a gradient of 0-4% MeOH/CH2Cl2

Sources & evidence

ORD record
ord-d2e81fdd03d34bde8be8125337e0925d
Source dataset
uspto-grants-2013_01
Patent number
US08362003B2

Reaction notes

Loading…