4-Tert-Butylaniline → HCID 22132719, compound

HRID 1857225Notes

Reaction equation

HRID 1857225 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:24]=[CH:23][C:19]([C:20](O)=[O:21])=[CH:18][CH:17]=1.[C:25]([C:29]1[CH:35]=[CH:34][C:32]([NH2:33])=[CH:31][CH:30]=1)([CH3:28])([CH3:27])[CH3:26].Cl.C(N=C=NCCCN(C)C)C>CN(C)C=O>[C:25]([C:29]1[CH:30]=[CH:31][C:32]([NH:33][C:20]([C:19]2[CH:23]=[CH:24][C:16]([O:15][C:6]3[C:5]4[C:10](=[CH:11][C:12]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:4]=4)[N:9]=[CH:8][CH:7]=3)=[CH:17][CH:18]=2)=[O:21])=[CH:34][CH:35]=1)([CH3:28])([CH3:26])[CH3:27]

Participants

5

Reactant 3

HCID 698614-Tert-ButylanilineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 22132796HCID 22132796, compound

Product 1

HCID 22132719HCID 22132719, compoundYield 38.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-[6,7-Dimethoxy-4-quinolyl)oxybenzoic acid (54 mg) and commercially available 4-tert-butylaniline (102 mg) were dissolved in N,N-dimethylformamide (3 ml), 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimide hydrochloride (106 mg) was added, and the admixture was stirred at room temperature for 6 hours, after which the reaction mixture was purified in the same manner as described in Example 51 to obtain 29 mg of the title compound (yield: 35%).

Workup

  1. customafter which the reaction mixture was purified in the same manner

Sources & evidence

ORD record
ord-9db229f31cdd4c70a6e3a6f6a46b894b
Source dataset
uspto-grants-2000_11
Patent number
US06143764

Reaction notes

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