6-Chloro-1H-pyrrolo[2,3-b]pyridine → 1-(Chloro-1H-pyrrolo[2.3-b]pyridin-3-yl)-2-dimethylamino-ethanone

HRID 1600881Notes

Reaction equation

HRID 1600881 reaction equation
Cl[C:2]1[N:7]=[C:6]2[NH:8][CH:9]=[CH:10][C:5]2=[CH:4][CH:3]=1.[ClH:11].[CH3:12][N:13]([CH2:15][C:16](Cl)=[O:17])[CH3:14]>>[Cl:11][N:8]1[C:6]2=[N:7][CH:2]=[CH:3][CH:4]=[C:5]2[C:10]([C:16](=[O:17])[CH2:15][N:13]([CH3:14])[CH3:12])=[CH:9]1

Participants

3

Reactant 2

HCID 113441186-Chloro-1H-pyrrolo[2,3-b]pyridineHCID 139949912-(Dimethylamino)acetyl chloride hydrochloride

Product 1

HCID 867547391-(Chloro-1H-pyrrolo[2.3-b]pyridin-3-yl)-2-dimethylamino-ethanone

Procedure

The title compound was prepared from 6-chloro-1H-pyrrolo[2,3-b]pyridine (Synthesis, 992, 7, 661-663) and dimethylaminoacetyl chloride hydrochloride (Arch. Pharm. 991, 324, 433-437) in a procedure similar to Example 1. NMR (D6DMSO) δ8 12.65 (s, 1H), 8.60 (s, 1H), 7.95 (d, 1H), 7.32 (d, 1H), 3.60 (s, 2H), 2.22 (s, 3H). 13C NMR (D6DMSO) 195.6, 147.5, 144.4, 134.8, 132.7, 118.0, 116.8, 114.0, 65.9, 45,4 (2). Mass spectrum: 237,239 (P+1, P+3).

Sources & evidence

ORD record
ord-cbcb6c65257045258a726ca57f5cd560
Source dataset
uspto-grants-1999_11
Patent number
US05977131

Reaction notes

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