1,2-Dichloroethane → HCID 66635622, compound

HRID 2204757Notes

Reaction equation

HRID 2204757 reaction equation
[C:1]1([CH2:7][O:8][C:9]2[CH:17]=[C:16]([CH2:18][N:19]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)[C:15]([C:25]([F:28])([F:27])[F:26])=[CH:14][C:10]=2[C:11]([OH:13])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(C(C)C)CC)(C)C.[N:38]1[CH:43]=[CH:42][C:41]([NH2:44])=[CH:40][N:39]=1.ON1C2N=CC=CC=2N=N1.C(Cl)CCl>CN(C)C=O>[C:1]1([CH2:7][O:8][C:9]2[CH:17]=[C:16]([CH2:18][N:19]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)[C:15]([C:25]([F:28])([F:27])[F:26])=[CH:14][C:10]=2[C:11]([NH:44][C:41]2[CH:42]=[CH:43][N:38]=[N:39][CH:40]=2)=[O:13])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

7

Reactant 5

HCID 111,2-DichloroethaneHCID 81531DiisopropylethylamineHCID 181649HOAtHCID 2984924-AminopyridazineHCID 66611247HCID 66611247, compound

Product 1

HCID 66635622HCID 66635622, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2-[(phenylmethyl)oxy]-4-(1-piperidinylmethyl)-5-(trifluoromethyl)benzoic acid (may be prepared as described in Description 53; 112 mg, 0.29 mmol) in N,N-dimethylformamide (5 ml) was added diisopropylethylamine (0.10 ml, 0.57 mmol), 4-pyridazinamine (40.6 mg, 0.43 mmol), 1-hydroxy-7-azabenzotriazole (50.4 mg, 0.37 mmol) and EDC (109 mg, 0.57 mmol). The reaction was stirred for 18 hours, then the solvent removed in vacuo to give a yellow oil. Purification by MDAP gave the title compound as a white solid. 66 mg.

Workup

  1. customthe solvent removed in vacuo
  2. customto give a yellow oil
  3. customPurification by MDAP

Sources & evidence

ORD record
ord-a05b7f8c1bcc45cb9b5318f4617c7065
Source dataset
uspto-grants-2016_06
Patent number
US09365551B2

Reaction notes

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