Imidazo[1,2-a]pyridine-6-carbaldehyde → HCID 57917488, compound

HRID 69201

Reaction equation

HRID 69201 reaction equation
Br[C:2]1[N:6]2[N:7]=[C:8]([C:11]3[CH:12]=[N:13][N:14]([CH3:16])[CH:15]=3)[CH:9]=[CH:10][C:5]2=[N:4][CH:3]=1.N1C=CN2C=C(C=O)C=CC=12.[F:28][C:29]1[C:38]([CH:39]=O)=[CH:37][CH:36]=[C:35]2[C:30]=1[CH:31]=[CH:32][CH:33]=[N:34]2>>[F:28][C:29]1[C:38]([CH2:39][C:2]2[N:6]3[N:7]=[C:8]([C:11]4[CH:12]=[N:13][N:14]([CH3:16])[CH:15]=4)[CH:9]=[CH:10][C:5]3=[N:4][CH:3]=2)=[CH:37][CH:36]=[C:35]2[C:30]=1[CH:31]=[CH:32][CH:33]=[N:34]2

Participants

4

Reactant 3

HCID 7164582Imidazo[1,2-a]pyridine-6-carbaldehydeHCID 579173155-Fluoroquinoline-6-carbaldehyde2×HCID 686324863-Bromo-6-(1-methyl-1h-pyrazol-4-yl)-imidazo[1,2-b]pyridazine

Product 1

HCID 57917488HCID 57917488, compound

Procedure

(rac)-(5-Fluoro-quinolin-6-yl)-[6-(1-methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-yl]-methanol was obtained analogously to Stage 9.1 by replacing 3-bromo-6-chloro-imidazo[1,2-b]pyridazine with 3-bromo-6-(1-methyl-1h-pyrazol-4-yl)-imidazo[1,2-b]pyridazine (Stage 8.1) and imidazo[1,2-a]pyridine-6-carbaldehyde with 5-fluoro-quinoline-6-carbaldehyde (Intermediate A) (tR 0.90 min (conditions 1), (MH+=375).

Sources & evidence

ORD record
ord-439889cdcf884be28c6710a5346c474e
Source dataset
uspto-grants-2014_09
Patent number
US08822468B2

Linked notes

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