Sodium Bicarbonate → HCID 67141779, compound

HRID 1445080Notes

Reaction equation

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

Participants

Reactant 2

HCID 516892Sodium Bicarbonate

HCID 67142780HCID 67142780, compound

Product 1

HCID 67141779HCID 67141779, compound

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%).

Sources & evidence

ORD record: ord-0e242408bd534978964b6022d742bb46
Source dataset: uspto-grants-2010_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07662832B2

Reaction notes

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