2-Indanone → 4-methyl-9H-indeno[2,1-b]pyridine

HRID 521018Notes

Reaction equation

HRID 521018 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C:2]1=O.[CH2:11]([NH2:15])[C:12]#[C:13][CH3:14]>>[CH3:14][C:13]1[CH:12]=[CH:11][N:15]=[C:2]2[CH2:3][C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:9]=3[C:1]=12

Participants

3

Reactant 2

HCID 119832-IndanoneHCID 12599998But-2-yn-1-amine

Product 1

HCID 125062784-methyl-9H-indeno[2,1-b]pyridineYield 22%

Procedure

The title compound is prepared from indan-2-one and but-2-ynylamine following a procedure analogous to that described in Step 1 of Intermediates 1 and 2; the reaction is carried out in a microwave oven at 100° C. for 12 min. Yield: 22% of theory; LC (method 1): tR=1.98 min; Mass spectrum (ESI+): m/z=182 [M+H]+.

Sources & evidence

ORD record
ord-93e03adb9a81420e8bb73cb6d1b7ace3
Source dataset
uspto-grants-2016_05
Patent number
US09328072B2

Reaction notes

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