4-Fluorophenylboronic acid → HCID 86717322, compound

HRID 2205831Notes

Reaction equation

HRID 2205831 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5](B(O)O)=[CH:4][CH:3]=1.[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][CH2:29][N:30]3[CH2:34][CH2:33][C@@H:32]([F:35])[CH2:31]3)[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][CH2:29][N:30]3[CH2:34][CH2:33][C@@H:32]([F:35])[CH2:31]3)[N:25]=[C:26]([C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)[C:13]=12

Participants

3

Reactant 2

HCID 2856454-Fluorophenylboronic acidHCID 86717270HCID 86717270, compound

Product 1

HCID 86717322HCID 86717322, compound

Procedure

Compound IIy was synthesized according to Example 1, but using 4-fluorophenylboronic acid instead of 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole and 4-chloro-1-[2-[(3R)-3-fluoropyrrolidin-1-yl]ethyl]-3-iodo-5-phenyl-pyrazolo[3,4-c]pyridazine instead of 4-chloro-3-iodo-1-(2-(4-methylpiperazin-1-yl)ethyl)-5-phenyl-1H-pyrazolo[3,4-c]pyridazine in Step 8.

Workup

  1. customCompound IIy was synthesized

Sources & evidence

ORD record
ord-b044b9e28e53405a8e6f4488ea69a7e6
Source dataset
uspto-grants-2016_06
Patent number
US09371332B2

Reaction notes

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