Benzoyl chloride → Phenyl[3-(1,2,3,6-tetrahydro-1-methyl-4-pyridinyl)-1H-pyrrolo[2,3-b]pyridin-1-yl]methanone

HRID 635964Notes

Reaction equation

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

Participants

Reactant 2

HCID 7412Benzoyl chloride

HCID 120962783-(1-Methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 9926981Phenyl[3-(1,2,3,6-tetrahydro-1-methyl-4-pyridinyl)-1H-pyrrolo[2,3-b]pyridin-1-yl]methanone

Procedure

(6.7 mg, 18%); from 3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)-1H-7-azaindole (25.0 mg, 0.12 mmol) and benzoyl chloride (28 μL, 0.24 mmol); HRMS-FAB+ for C20H19N3O: calculated MH+:318.16064; found:318.16191.

Sources & evidence

ORD record: ord-6f08fd831f2040b2a7347beff7c5a6de
Source dataset: uspto-grants-2001_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06191141B1

Reaction notes

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