2-Ethynyl-6-methylpyridine → 5-Methyl-2-(6-methyl-pyridin-2-yl)-7-nitro-1h-indole

HRID 1802808Notes

Reaction equation

HRID 1802808 reaction equation
I[C:2]1[C:7]([NH2:8])=[C:6]([N+:9]([O-:11])=[O:10])[CH:5]=[C:4]([CH3:12])[CH:3]=1.[C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH3:21])[N:16]=1)#[CH:14]>>[CH3:12][C:4]1[CH:3]=[C:2]2[C:7](=[C:6]([N+:9]([O-:11])=[O:10])[CH:5]=1)[NH:8][C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH3:21])[N:16]=1)=[CH:14]2

Participants

3

Reactant 2

HCID 134006352-Ethynyl-6-methylpyridineHCID 197351992-Iodo-4-methyl-6-nitroaniline

Product 1

HCID 686344475-Methyl-2-(6-methyl-pyridin-2-yl)-7-nitro-1h-indoleYield 35.3%

Procedure

6-Iodo-4-methyl-2-nitroaniline (500 mg, 1.8 mmol) and 2-ethinyl-6-methylpyridine (210 mg, 1.8 mmol) were reacted according to the same procedure as Preparation 19 to give the title compound (170 mg, Yield 35%).

Workup

  1. customaccording to the same procedure as Preparation 19

Sources & evidence

ORD record
ord-e7e78dc0cebe47cfa957790382653b10
Source dataset
uspto-grants-2013_01
Patent number
US08349885B2

Reaction notes

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