5-Fluorogramine → 3-(2'-Methyl-2'-nitrobutyl)-5-fluoro-indole

HRID 268460Notes

Reaction equation

CN([CH2:4][C:5]1[C:9]2[CH:10]=[C:11]([F:14])[CH:12]=[CH:13][C:8]=2[NH:7][CH:6]=1)C.[N+:15]([CH:18]([CH2:20][CH3:21])[CH3:19])([O-:17])=[O:16]>>[CH3:19][C:18]([N+:15]([O-:17])=[O:16])([CH2:20][CH3:21])[CH2:4][C:5]1[C:9]2[C:8](=[CH:13][CH:12]=[C:11]([F:14])[CH:10]=2)[NH:7][CH:6]=1

Participants

Reactant 2

HCID 95765-Fluorogramine

HCID 117492-Nitrobutane

Product 1

HCID 215522503-(2'-Methyl-2'-nitrobutyl)-5-fluoro-indole

Procedure

The procedure described in Example 3 applied to 5-fluorogramine and 2-nitrobutane yielded the intermediate product 3-(2'-methyl-2'-nitrobutyl)-5-fluoro-indole. Melting point 71°-72°C. (from benzine). Catalytic reduction thereof yielded 3-(2'-methyl-2'-aminobutyl)-5-fluoro-indole; melting point of the hydrochloride salt 248°-250°C. (from isopropanol).

Sources & evidence

ORD record: ord-09f55a5d4cd54701a5096c862df97f83
Source dataset: uspto-grants-1976_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03947584

Reaction notes

Loading…