2-(4-(benzyloxy)-7-bromo-5-fluoro-1-methyl-1H-indol-3-yl)acetic acid → 2-(6-bromo-7-propyl-3,7-dihydro-2H-[1,4]dioxino[2,3-e]indol-9-yl)acetic acid

HRID 1404154Notes

Reaction equation

HRID 1404154 reaction equation
C(OC1C(F)=CC(Br)=C2C=1C([CH2:21][C:22]([OH:24])=[O:23])=CN2C)C1C=CC=CC=1.[Br:25][C:26]1[CH:27]=[C:28]2[O:41][CH2:40][CH2:39][O:38][C:29]2=[C:30]2[C:34]=1[N:33]([CH2:35][CH2:36][CH3:37])[CH:32]=[CH:31]2>>[Br:25][C:26]1[CH:27]=[C:28]2[O:41][CH2:40][CH2:39][O:38][C:29]2=[C:30]2[C:34]=1[N:33]([CH2:35][CH2:36][CH3:37])[CH:32]=[C:31]2[CH2:21][C:22]([OH:24])=[O:23]

Participants

3

Reactant 2

HCID 583040362-(4-(benzyloxy)-7-bromo-5-fluoro-1-methyl-1H-indol-3-yl)acetic acidHCID 669272196-bromo-7-propyl-3,7-dihydro-2H-[1,4]dioxino[2,3-e]indole

Product 1

HCID 669273212-(6-bromo-7-propyl-3,7-dihydro-2H-[1,4]dioxino[2,3-e]indol-9-yl)acetic acidYield 74%

Procedure

Following the procedure (step 3, scheme 333) used to prepare compound 33-4, compound 40-3 gave compound 40-4 in 74% yield as a yellow solid. LCMS: calc 353.0 found 353.9 [MH]+.

Sources & evidence

ORD record
ord-3286cd95e0a848d9a8a3e2ce719621ac
Source dataset
uspto-grants-2014_12
Patent number
US08912220B2

Reaction notes

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