1,2-Dichloroethane → HCID 66611787, compound

HRID 2204754Notes

Reaction equation

HRID 2204754 reaction equation
[N:1]1([CH2:7][C:8]2[C:16]([C:17]([F:20])([F:19])[F:18])=[CH:15][C:11]([C:12](O)=[O:13])=[C:10]([O:21][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH:9]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C(N(C(C)C)CC)(C)C.[NH2:38][C:39]1[CH:40]=[N:41][CH:42]=[CH:43][CH:44]=1.ON1C2N=CC=CC=2N=N1.C(Cl)CCl>CN(C)C=O>[CH2:22]([O:21][C:10]1[CH:9]=[C:8]([CH2:7][N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)[C:16]([C:17]([F:20])([F:19])[F:18])=[CH:15][C:11]=1[C:12]([NH:38][C:39]1[CH:40]=[N:41][CH:42]=[CH:43][CH:44]=1)=[O:13])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

7

Reactant 5

HCID 111,2-DichloroethaneHCID 100093-AminopyridineHCID 81531DiisopropylethylamineHCID 181649HOAtHCID 66611544HCID 66611544, compound

Product 1

HCID 66611787HCID 66611787, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 4-(4-morpholinylmethyl)-2-[(phenylmethyl)oxy]-5-(trifluoromethyl)benzoic acid (may be prepared as described in Description 50; 120 mg, 0.30 mmol) in N,N-dimethylformamide (5 ml) was added diisopropylethylamine (0.11 ml, 0.61 mmol), 3-aminopyridine (42.8 mg, 0.46 mmol), 1-hydroxy-7-azabenzotriazole (53.7 mg, 0.40 mmol) and EDC (116 mg, 0.61 mmol). The solution was stirred for 2 hours, then the solvent was removed in vacuo. The yellow residue was purified by MDAP to give the title compound as a white solid. 106 mg.

Workup

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

Sources & evidence

ORD record
ord-eaff0807e94f483d94586037f6830c04
Source dataset
uspto-grants-2016_06
Patent number
US09365551B2

Reaction notes

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