Sodium Bicarbonate → HCID 67141189, compound

HRID 1445073Notes

Reaction equation

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

Participants

Reactant 2

HCID 516892Sodium Bicarbonate

HCID 67141188HCID 67141188, compound

Product 1

HCID 67141189HCID 67141189, compound

Procedure

The compound prepared in Example 561 was treated with a saturated sodium bicarbonate solution to obtain 6-fluoro-2-(2,3-dimethyl-1H-pyrrolo[2,3-c]pyridin-7-yl)-1-methyl-1,2,3,4-tetrahydroisoquinoline. A solution of 6-fluoro-2-(2,3-dimethyl-1H-pyrrolo[2,3-c]pyridin-7-yl)-1-methyl-1,2,3,4-tetrahydroisoquinoline (73.5 mg, 0.25 mmol) and sodium hydride (6.0 mg, 0.25 mmol) in anhydrous tetrahydrofuran (2 ml) was stirred for 2 hours at room temperature and then concentrated under reduced pressure. The resulting residue was recrystallized with ethyl ether to give 73 mg of the titled compound as a pale yellow solid.

Sources & evidence

ORD record: ord-860950e0b7af451197ea7b217d91ca1f
Source dataset: uspto-grants-2010_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07662832B2

Reaction notes

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