Methyl iodide → HCID 117779132, compound

HRID 1527037Notes

Reaction equation

I[CH3:2].C[O:4][C:5]1[CH:10]=[C:9]([CH:11]([N:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:14]2[CH3:27])[CH3:12])[CH:8]=[CH:7][N:6]=1>>[CH3:27][C:14]1[N:13]([CH:11]([C:9]2[CH:8]=[CH:7][N:6]([CH3:2])[C:5](=[O:4])[CH:10]=2)[CH3:12])[C:21]2[C:16]([C:15]=1[C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:17][CH:18]=[CH:19][CH:20]=2

Participants

Reactant 2

HCID 6328Methyl iodide

HCID 117804462HCID 117804462, compound

Product 1

HCID 117779132HCID 117779132, compoundYield 100%

Conditions

Temperature: 150 °C

Procedure

Iodomethane (57.94 mg, 0.408 mmol) was added to (±)-ethyl 1-(1-(2-methoxypyridin-4-yl)ethyl)-2-methyl-1H-indole-3-carboxylate (Example 39; 50 mg, 0.136 mmol). The mixture was stirred in the microwave at 150° C. for 15 minutes. The mixture was evaporated to afford the title compound which was used without further purification (50 mg, yield: 100%) as a starting alkyl carboxylate in Step 3 of Example 36 in the synthesis of certain compounds of the invention.

Workup

customThe mixture was evaporated

Sources & evidence

ORD record: ord-4afb6bcf2d084fada6b9bdda64ab9682
Source dataset: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09085583B2

Reaction notes

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