[4-(imidazo[4,5-d]pyrrolo[2,3-b]pyridine-1(6H)-yl)-piperidin-1-yl]phenylmethanone

Base Information

Chemical Name:[4-(imidazo[4,5-d]pyrrolo[2,3-b]pyridine-1(6H)-yl)-piperidin-1-yl]phenylmethanone
CAS No.:1315484-23-1
Molecular Formula:C₂₀H₁₉N₅O
Molecular Weight:345.404
Hs Code.:

Synonyms:[4-(imidazo[4,5-d]pyrrolo[2,3-b]pyridine-1(6H)-yl)-piperidin-1-yl]phenylmethanone

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Chemical Property of [4-(imidazo[4,5-d]pyrrolo[2,3-b]pyridine-1(6H)-yl)-piperidin-1-yl]phenylmethanone

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Technology Process of [4-(imidazo[4,5-d]pyrrolo[2,3-b]pyridine-1(6H)-yl)-piperidin-1-yl]phenylmethanone

There total 9 articles about [4-(imidazo[4,5-d]pyrrolo[2,3-b]pyridine-1(6H)-yl)-piperidin-1-yl]phenylmethanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 57.0%

: 1315484-16-2
1-piperidin-4-yl-1,6-dihydro-imidazo[4,5-d]pyrrolo[2,3-b]-pyridine

: 65-85-0,8013-63-6
benzoic acid

: 1315484-23-1
[4-(imidazo[4,5-d]pyrrolo[2,3-b]pyridine-1(6H)-yl)-piperidin-1-yl]phenylmethanone

Guidance literature:: With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 18h;
DOI:10.1021/jm300438j

Reference yield:

: 55052-28-3
4-chloro-7-azaindole

: 1315484-23-1
[4-(imidazo[4,5-d]pyrrolo[2,3-b]pyridine-1(6H)-yl)-piperidin-1-yl]phenylmethanone

Guidance literature:: Multi-step reaction with 8 steps

1: dmap; triethylamine / dichloromethane / 20 °C

2: tetrabutylammonium nitrate; trifluoroacetic anhydride / dichloromethane / 23.5 h / -5 - 20 °C

3: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 120 °C

4: iron; ammonium chloride / methanol; water / 4 h / Reflux

5: toluene-4-sulfonic acid / toluene / 2 h / Reflux

6: sodium hydroxide / methanol / 18 h / 20 °C

7: 20% palladium hydroxide on charcoal; ammonium formate / methanol / 8 h / Inert atmosphere; Reflux

8: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 0 - 20 °C

With dmap; 20% palladium hydroxide on charcoal; ammonium formate; tetrabutylammonium nitrate; iron; ammonium chloride; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; sodium hydroxide; In methanol; dichloromethane; water; isopropyl alcohol; toluene;
DOI:10.1021/jm300438j

Reference yield:

: 1315484-14-0
1-[1-(phenylmethyl)-piperidin-4-yl]-1,6-dihydro-imidazo-[4,5-d]pyrrolo[2,3-b]pyridine

: 1315484-23-1
[4-(imidazo[4,5-d]pyrrolo[2,3-b]pyridine-1(6H)-yl)-piperidin-1-yl]phenylmethanone

Guidance literature:: Multi-step reaction with 2 steps

1: 20% palladium hydroxide on charcoal; ammonium formate / methanol / 8 h / Inert atmosphere; Reflux

2: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 0 - 20 °C

With dmap; 20% palladium hydroxide on charcoal; ammonium formate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane;
DOI:10.1021/jm300438j