Sodium Bicarbonate → HCID 67141779, compound

HRID 1932366Notes

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-9df5eea13762465b97f5dd633c59fe4f
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08188114B2

Reaction notes

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