Methyl iodide → HCID 86615257, compound

HRID 1932367Notes

Reaction equation

HRID 1932367 reaction equation
[I:1][CH3:2].[CH2:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5][N:4]1[C:13]1[N:14]=[CH:15][CH:16]=[C:17]2[C:21]([CH2:22][N:23]([CH3:25])[CH3:24])=[C:20]([CH3:26])[N:19]([CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[C:30]([F:34])[CH:29]=3)[C:18]=12>C(O)C>[I-:1].[CH2:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5][N:4]1[C:13]1[N:14]=[CH:15][CH:16]=[C:17]2[C:21]([CH2:22][N+:23]([CH3:2])([CH3:24])[CH3:25])=[C:20]([CH3:26])[N:19]([CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[C:30]([F:34])[CH:29]=3)[C:18]=12

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 67141779HCID 67141779, compound

Product 1

HCID 86615257HCID 86615257, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The compound prepared in Example 619 was treated with a saturated sodium bicarbonate solution to obtain [7-(3,4-dihydro-1H-isoquinolin-2-yl)-1-(3-fluorobenzyl)-2-methyl-1H-pyrrolo[2,3-c]pyridin-3-ylmethyl]-dimethylamine. Iodomethane (40 μl, 0.64 mmol) was added to a solution of [7-(3,4-dihydro-1H-isoquinolin-2-yl)-1-(3-fluorobenzyl)-2-methyl-1H-pyrrolo[2,3-c]pyridin-3-ylmethyl]-dimethylamine (136 mg, 0.32 mmol) in ethanol (2 ml). The reaction mixture was stirred overnight at room temperature. The resulting precipitate was filtered and then dried to give the titled compound as a white solid (Yield 82%).

Workup

  1. filtrationThe resulting precipitate was filtered
  2. customdried

Sources & evidence

ORD record
ord-ea19fea2c7c347b5824c6413c2bdeac6
Source dataset
uspto-grants-2012_05
Patent number
US08188114B2

Reaction notes

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