6-(Piperidin-1-yl)pyridine-3-carbaldehyde → HCID 178436908, compound

HRID 340030Notes

Reaction equation

HRID 340030 reaction equation
[N:1]1([C:7]2[CH:12]=[CH:11][C:10]([CH:13]=O)=[CH:9][N:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Br.Br.Br.[CH2:18]([C:20]1[C:21]([C:28]2[CH:36]=[C:35]3[C:31]([C:32]([C:37]4[NH:38][C:39]5[CH2:44][CH2:43][NH:42][CH2:41][C:40]=5[N:45]=4)=[N:33][NH:34]3)=[CH:30][CH:29]=2)=[CH:22][C:23]([F:27])=[C:24]([OH:26])[CH:25]=1)[CH3:19]>>[CH2:18]([C:20]1[C:21]([C:28]2[CH:36]=[C:35]3[C:31]([C:32]([C:37]4[NH:38][C:39]5[CH2:44][CH2:43][N:42]([CH2:13][C:10]6[CH:11]=[CH:12][C:7]([N:1]7[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]7)=[N:8][CH:9]=6)[CH2:41][C:40]=5[N:45]=4)=[N:33][NH:34]3)=[CH:30][CH:29]=2)=[CH:22][C:23]([F:27])=[C:24]([OH:26])[CH:25]=1)[CH3:19]

Participants

3

Reactant 2

HCID 27639806-(Piperidin-1-yl)pyridine-3-carbaldehydeHCID 1784192405-Ethyl-2-fluoro-4-[3-(4,5,6,7-tetrahydro-1H-imidazol[4,5-c]pyridin-2-yl)-1H-indazol-6-yl]-phenol trihydrobromide salt

Product 1

HCID 178436908HCID 178436908, compoundYield 30.3%

Procedure

The title compound was prepared from 3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-5′-carbaldehyde (38 mg, 198 μmol) and 5-ethyl-2-fluoro-4-[3-(4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridin-2-yl)-1H-indazol-6-yl]-phenol trihydrobromide salt (Preparation 25, 50 mg, 132 μmol) using the method of Example 22. The crude material was purified by HPLC Method A to afford 22.1 mg of the title compound.

Workup

  1. customThe crude material was purified by HPLC Method A

Sources & evidence

ORD record
ord-d8e90c660a874aeba277ef28d5aad06d
Source dataset
uspto-grants-2014_11
Patent number
US08895544B2

Reaction notes

Loading…