6-Bromo-1,4-benzodioxane → HCID 59485012, compound

HRID 1850476Notes

Reaction equation

HRID 1850476 reaction equation
[CH3:1][O:2][C:3]1[C:11]2[O:10][C:9]([CH3:13])([CH3:12])[CH2:8][C:7]=2[C:6]([CH3:14])=[C:5]([N:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)[C:4]=1[CH3:21].Br[C:23]1[CH:32]=[CH:31][C:26]2[O:27][CH2:28][CH2:29][O:30][C:25]=2[CH:24]=1>>[O:27]1[C:26]2[CH:31]=[CH:32][C:23]([N:18]3[CH2:19][CH2:20][N:15]([C:5]4[C:4]([CH3:21])=[C:3]([O:2][CH3:1])[C:11]5[O:10][C:9]([CH3:13])([CH3:12])[CH2:8][C:7]=5[C:6]=4[CH3:14])[CH2:16][CH2:17]3)=[CH:24][C:25]=2[O:30][CH2:29][CH2:28]1

Participants

3

Reactant 2

HCID 1041416-Bromo-1,4-benzodioxaneHCID 66760421HCID 66760421, compound

Product 1

HCID 59485012HCID 59485012, compoundYield 22.5%

Procedure

By using 1-(7-methoxy-2,2,4,6-tetramethyl-2,3-dihydro-1-benzofuran-5-yl)piperazine (436 mg, 1.50 mmol) synthesized in Reference example 96 and 6-bromo-2,3-dihydro-1,4-benzodioxine (484 mg, 2.25 mmol), the reaction was carried out in the same manner as Reference example 59 to synthesize the title compound 143 mg (yield 15%). Melting point was 167 to 168° C. (hexane).

Sources & evidence

ORD record
ord-f1dfbde3e16b4c42a66f70e7ccc1ca4f
Source dataset
uspto-grants-2015_02
Patent number
US08957069B2

Reaction notes

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