5-Bromo-2,2-difluoro-1,3-benzodioxole → HCID 59485043, compound

HRID 1850499Notes

Reaction equation

HRID 1850499 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:33]=[CH:32][C:26]2[O:27][C:28]([F:31])([F:30])[O:29][C:25]=2[CH:24]=1>>[F:31][C:28]1([F:30])[O:27][C:26]2[CH:32]=[CH:33][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:29]1

Participants

3

Reactant 2

HCID 27362715-Bromo-2,2-difluoro-1,3-benzodioxoleHCID 66760421HCID 66760421, compound

Product 1

HCID 59485043HCID 59485043, compoundYield 48%

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 5-bromo-2,2-difluoro-1,3-benzodioxole (614 mg, 2.25 mmol), the reaction was carried out in the same manner as Reference Example 59 to synthesize 321 mg of the title compound (yield 48%). Melting point was 149 to 151° C. (hexane).

Sources & evidence

ORD record
ord-15f0581a0c4f441ea147d5901bbff26c
Source dataset
uspto-grants-2015_02
Patent number
US08957069B2

Reaction notes

Loading…