Formaldehyde → HCID 59534556, compound

HRID 1507168Notes

Reaction equation

HRID 1507168 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:10]=[CH:11][C:12](=[O:33])[N:13]([CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([C:22]4[S:23][C:24]([CH:27]5[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]5)=[CH:25][N:26]=4)[CH:17]=3)[N:14]=2)[CH:5]=[C:6]([F:8])[CH:7]=1.C=O.[C:36](O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>>[F:8][C:6]1[CH:5]=[C:4]([C:9]2[CH:10]=[CH:11][C:12](=[O:33])[N:13]([CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([C:22]4[S:23][C:24]([CH:27]5[CH2:32][CH2:31][N:30]([CH3:36])[CH2:29][CH2:28]5)=[CH:25][N:26]=4)[CH:17]=3)[N:14]=2)[CH:3]=[C:2]([F:1])[CH:7]=1

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 59534531HCID 59534531, compound

Product 1

HCID 59534556HCID 59534556, compound

Procedure

Analogously to Example 28.5, 6-(3,5-difluorophenyl)-2-[3-(5-piperidin-4-ylthiazol-2-yl)benzyl]-2H-pyridazin-3-one is reacted with formaldehyde and sodium triacetoxyborohydride to give 6-(3,5-difluorophenyl)-2-{3-[5-(1-methylpiperidin-4-yl)thiazol-2-yl]benzyl}-2H-pyridazin-3-one (“A92”), ESI 479.

Sources & evidence

ORD record
ord-6f486c3692c647699924f43015a285d2
Source dataset
uspto-grants-2015_12
Patent number
US09221806B2

Reaction notes

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