Sodium hydride → HCID 67141083, compound

HRID 1445095Notes

Reaction equation

HRID 1445095 reaction equation
[CH2:1]([N:8]1[C:12]2=[C:13]([N:20]3[CH2:29][CH2:28][C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[CH2:21]3)[N:14]=[C:15]([C:17]([OH:19])=[O:18])[CH:16]=[C:11]2[C:10]([CH3:30])=[C:9]1[CH3:31])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+:33]>O1CCCC1>[Na+:33].[CH2:1]([N:8]1[C:12]2=[C:13]([N:20]3[CH2:29][CH2:28][C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[CH2:21]3)[N:14]=[C:15]([C:17]([O-:19])=[O:18])[CH:16]=[C:11]2[C:10]([CH3:30])=[C:9]1[CH3:31])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 24758Sodium hydrideHCID 67141084HCID 67141084, compound

Product 1

HCID 67141083HCID 67141083, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1-Benzyl-7-(3,4-dihydro-1H-isoquinolin-2-yl)-2,3-dimethyl-1H-pyrrolo[2,3-c]pyridin-5-carboxylic acid (28 mg, 0.068 mmol) prepared in Example 733 and sodium hydride (2.6 mg, 0.068 mmol) were dripped into anhydrous tetrahydrofuran (1 ml). The reaction mixture was stirred for 2 hours at room temperature and then concentrated under reduced pressure. The resulting residue was re-crystallized with methanol to give the titled compound as a white solid. (Yield: 82%)

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe resulting residue was re-crystallized with methanol

Sources & evidence

ORD record
ord-03d47467cae5473c9ac85220e7897610
Source dataset
uspto-grants-2010_02
Patent number
US07662832B2

Reaction notes

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