1,2-Dichloroethane → HCID 67107050, compound

HRID 1623777Notes

Reaction equation

HRID 1623777 reaction equation
[CH:1]1[CH:2]=C[C:4]2[N:9](O)N=[N:7][C:5]=2[CH:6]=1.[C:11]1([CH2:17][O:18][C:19]2[CH:27]=[CH:26][C:25]([C:28]([N:30]3[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]3)=[O:29])=[CH:24][C:20]=2[C:21](O)=[O:22])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.N1C=CC=C(N)C=1.C(Cl)CCl>CN(C)C=O.O>[C:11]1([CH2:17][O:18][C:19]2[CH:27]=[CH:26][C:25]([C:28]([N:30]3[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]3)=[O:29])=[CH:24][C:20]=2[C:21]([NH:7][C:5]2[CH:4]=[N:9][CH:2]=[CH:1][CH:6]=2)=[O:22])[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

7

Reactant 4

HCID 111,2-DichloroethaneHCID 100093-AminopyridineHCID 757711-HydroxybenzotriazoleHCID 67107251HCID 67107251, compound

Product 1

HCID 67107050HCID 67107050, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

Neat HOBT (90 mg, 0.59 mmol) was added in one charge to a stirred solution of 2-[(phenylmethyl)oxy]-5-(1-piperidinylcarbonyl)benzoic acid (may be prepared as described in Description 53; 200 mg, 0.59 mmol), 3-pyridinamine (55.5 mg, 0.59 mmol), and EDC (113 mg, 0.59 mmol) in N,N-dimethylformamide (5 ml) under nitrogen at room temperature. The reaction mixture was stirred at room temperature for 4 h. The mixture was diluted with water (50 ml). The precipitate was collected by filtration, washed with ether (5 ml), and dried to yield the title compound as a white solid. 65 mg.

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with ether (5 ml)
  3. customdried

Sources & evidence

ORD record
ord-21b36755fc8840719349e6ea12c48653
Source dataset
uspto-grants-2014_07
Patent number
US08778939B2

Reaction notes

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