6-Fluoroindole → HCID 68109279, compound

HRID 2179333Notes

Reaction equation

Cl[S:2]([C:5]1[CH:6]=[CH:7][C:8]2[O:17][C:16]3[CH2:15][CH2:14][N:13]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:12][C:11]=3[C:9]=2[CH:10]=1)(=[O:4])=[O:3].[F:25][C:26]1[CH:34]=[C:33]2[C:29]([CH:30]=[CH:31][NH:32]2)=[CH:28][CH:27]=1>>[F:25][C:26]1[CH:34]=[C:33]2[C:29]([CH:30]=[CH:31][N:32]2[S:2]([C:5]2[CH:6]=[CH:7][C:8]3[O:17][C:16]4[CH2:15][CH2:14][N:13]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:12][C:11]=4[C:9]=3[CH:10]=2)(=[O:4])=[O:3])=[CH:28][CH:27]=1

Participants

Reactant 2

HCID 3512786-Fluoroindole

HCID 86667995HCID 86667995, compound

Product 1

HCID 68109279HCID 68109279, compoundYield 55%

Procedure

The product of Example 41, step B was reacted with 6-fluoroindole following the procedure of Example 41, step C providing tert-butyl 8-(6-fluoro-1H-indol-1-ylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate (63 mg, 55%) as a white foamy solid: 1H NMR (CDCl3, 300 MHz) δ 8.02 (s, 1H), 7.75 (dd, J=9.6, 2.1 Hz, 2H), 7.58 (d, J=4.0 Hz, 1H), 7.44 (m, 2H), 6.96 (dt, J=4.5, 2.5 Hz, 1H), 6.63 (d, J=4.1 Hz, 1H), 4.55 (br s, 2H), 3.81 (br s, 2H), 2.84 (br s, 2H), 1.51 (s, 9H).

Sources & evidence

ORD record: ord-b7124ae1f7cc41d1a0aacea4b4711ae3
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09067949B2

Reaction notes

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