4-(benzyloxy)-7-bromo-5-fluoro-1-methyl-1H-indole → 6-bromo-7-propyl-3,7-dihydro-2H-[1,4]dioxino[2,3-e]indole

HRID 1404153Notes

Reaction equation

HRID 1404153 reaction equation
[CH2:1](OC1C(F)=CC(Br)=C2C=1C=CN2C)[C:2]1C=CC=C[CH:3]=1.[Br:21][C:22]1[CH:23]=[C:24]2[O:34][CH2:33][CH2:32][O:31][C:25]2=[C:26]2[C:30]=1[NH:29][CH:28]=[CH:27]2>>[Br:21][C:22]1[CH:23]=[C:24]2[O:34][CH2:33][CH2:32][O:31][C:25]2=[C:26]2[C:30]=1[N:29]([CH2:1][CH2:2][CH3:3])[CH:28]=[CH:27]2

Participants

3

Reactant 2

HCID 583039584-(benzyloxy)-7-bromo-5-fluoro-1-methyl-1H-indoleHCID 669271316-bromo-3,7-dihydro-2H-[1,4]dioxino[2,3-e]indole

Product 1

HCID 669272196-bromo-7-propyl-3,7-dihydro-2H-[1,4]dioxino[2,3-e]indoleYield 90%

Procedure

Following the procedure (step 2, scheme 33) used to prepare compound 33-3, compound 40-2 gave compound 40-3 in 90% yield as a yellow solid. LCMS: calc 295.0 found 296.0 [MH]+.

Sources & evidence

ORD record
ord-2768aac443b44f7bbf9278d51641dd9e
Source dataset
uspto-grants-2014_12
Patent number
US08912220B2

Reaction notes

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