P-Anisidine → HCID 59485095, compound

HRID 1850501Notes

Reaction equation

[Br:1][C:2]1[C:12]([N:13]([CH2:17][CH2:18]Cl)[CH2:14][CH2:15]Cl)=[C:11]([CH3:20])[C:5]2[CH2:6][C:7]([CH3:10])([CH3:9])[O:8][C:4]=2[C:3]=1[CH3:21].[CH3:22][O:23][C:24]1[CH:30]=[CH:29][C:27]([NH2:28])=[CH:26][CH:25]=1>>[Br:1][C:2]1[C:12]([N:13]2[CH2:17][CH2:18][N:28]([C:27]3[CH:29]=[CH:30][C:24]([O:23][CH3:22])=[CH:25][CH:26]=3)[CH2:15][CH2:14]2)=[C:11]([CH3:20])[C:5]2[CH2:6][C:7]([CH3:10])([CH3:9])[O:8][C:4]=2[C:3]=1[CH3:21]

Participants

Reactant 2

HCID 7732P-Anisidine

HCID 66760461HCID 66760461, compound

Product 1

HCID 59485095HCID 59485095, compoundYield 25%

Procedure

By using 6-bromo-N,N-bis(2-chloroethyl)-2,2,4,7-tetramethyl-2,3-dihydro-1-benzofuran-5-amine (492 mg, 1.25 mmol) synthesized in Reference Example 152 and 4-methoxyaniline (185 mg, 1.50 mmol), the reaction was carried out in the same manner as Example 117 to synthesize 138 mg of the title compound (yield 25%).

Sources & evidence

ORD record: ord-dc985ef9bd534453afcc65d44f31c477
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08957069B2

Reaction notes

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