1,2-Dichloroethane → HCID 66614683, compound

HRID 2204753Notes

Reaction equation

HRID 2204753 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[C:8]([C:24]([N:26]3[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]3)=[O:25])=[CH:9][C:10]([O:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[C:11]([CH:15]=2)[C:12]([OH:14])=O)[CH:4]=[N:3]1.C(N(C(C)C)CC)(C)C.[NH2:41][C:42]1[CH:43]=[N:44][CH:45]=[CH:46][CH:47]=1.ON1C2N=CC=CC=2N=N1.C(Cl)CCl>CN(C)C=O>[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[C:8]([C:24]([N:26]3[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]3)=[O:25])=[CH:9][C:10]([O:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[C:11]([CH:15]=2)[C:12]([NH:41][C:42]2[CH:43]=[N:44][CH:45]=[CH:46][CH:47]=2)=[O:14])[CH:4]=[N:3]1

Participants

7

Reactant 5

HCID 111,2-DichloroethaneHCID 100093-AminopyridineHCID 81531DiisopropylethylamineHCID 181649HOAtHCID 66612080HCID 66612080, compound

Product 1

HCID 66614683HCID 66614683, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 5-(1-methyl-1H-pyrazol-4-yl)-2-[(phenylmethyl)oxy]-4-(1-piperidinylcarbonyl)benzoic acid (may be prepared as described in Description 38; 80 mg, 0.19 mmol) in N,N-dimethylformamide (5 ml) was added diisopropylethylamine (0.13 ml, 0.76 mmol), 3-aminopyridine (32.3 mg, 0.34 mmol), 1-hydroxy-7-azabenzotriazole (46.7 mg, 0.34 mmol) and EDC (91 mg, 0.48 mmol). The solution was stirred for 3 hours. The solvent was removed in vacuo and the residue purified by MDAP to give the title compound as a white solid. 33 mg.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue purified by MDAP

Sources & evidence

ORD record
ord-fa4a328974bd4d28ae3cb8c1ba950a96
Source dataset
uspto-grants-2016_06
Patent number
US09365551B2

Reaction notes

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