2-Fluorophenylboronic acid → 2-[4-Chloro-3-(2-fluorophenyl)-5-phenyl-pyrazolo[3,4-c]pyridazin-1-yl]-1-pyrrolidin-1-yl-ethanone

HRID 1615711Notes

Reaction equation

HRID 1615711 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1B(O)O.[Cl:11][C:12]1[C:17]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[N:16][N:15]=[C:14]2[N:24]([CH2:28][C:29]([N:31]3[CH2:35][CH2:34][CH2:33][CH2:32]3)=[O:30])[N:25]=[C:26](I)[C:13]=12>>[Cl:11][C:12]1[C:17]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[N:16][N:15]=[C:14]2[N:24]([CH2:28][C:29]([N:31]3[CH2:35][CH2:34][CH2:33][CH2:32]3)=[O:30])[N:25]=[C:26]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[F:1])[C:13]=12

Participants

3

Reactant 2

HCID 27343542-Fluorophenylboronic acidHCID 867172672-(4-chloro-3-iodo-5-phenyl-1H-pyrazolo[3,4-c]pyridazin-1-yl)-1-(pyrrolidin-1-yl)ethanone

Product 1

HCID 737760352-[4-Chloro-3-(2-fluorophenyl)-5-phenyl-pyrazolo[3,4-c]pyridazin-1-yl]-1-pyrrolidin-1-yl-ethanone

Procedure

Compound 6 was synthesised according to Example 1, but using 2-fluorophenylboronic acid instead of 4-fluorophenylboronic acid and 2-(4-chloro-3-iodo-5-phenyl-1H-pyrazolo[3,4-c]pyridazin-1-yl)-1-(pyrrolidin-1-yl)ethanone instead of 2-(4-chloro-3-iodo-5-phenyl-pyrazolo[3,4-c]pyridazin-1-yl)-1-[(3R)-3-fluoropyrrolidin-1-yl]ethanone in Step 8.

Sources & evidence

ORD record
ord-5736a83699014fe18aa27254f93bd10e
Source dataset
uspto-grants-2014_07
Patent number
US08765762B2

Reaction notes

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