4-Fluorobenzoic Acid → HCID 178464444, compound

HRID 340035Notes

Reaction equation

HRID 340035 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][CH:3]=1.[F:11][C:12]1[CH:17]=[C:16]([C:18]2[CH:26]=[C:25]3[C:21]([C:22]([C:27]4[NH:28][C:29]5[CH2:34][CH2:33][NH:32][CH2:31][C:30]=5[N:35]=4)=[N:23][NH:24]3)=[CH:20][CH:19]=2)[C:15]([CH2:36][C:37]([F:40])([F:39])[F:38])=[CH:14][C:13]=1[OH:41]>>[CH2:27]([NH:28][CH2:29][CH3:30])[CH3:22].[F:11][C:12]1[C:13]([OH:41])=[CH:14][C:15]([CH2:36][C:37]([F:38])([F:39])[F:40])=[C:16]([C:18]2[CH:26]=[C:25]3[C:21]([C:22]([C:27]4[NH:28][C:29]5[CH2:34][CH2:33][N:32]([C:6]([C:5]6[CH:4]=[CH:3][C:2]([F:1])=[CH:10][CH:9]=6)=[O:8])[CH2:31][C:30]=5[N:35]=4)=[N:23][NH:24]3)=[CH:20][CH:19]=2)[CH:17]=1

Participants

3

Reactant 2

HCID 99734-Fluorobenzoic AcidHCID 1785160382-fluoro-4-[3-(4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridin-2-yl)-1H-indazol-6-yl]-5-(2,2,2-trifluoro-ethyl)-phenol

Product 1

HCID 178464444HCID 178464444, compoundYield 63.3%

Procedure

The title compound was prepared from 4-fluoro-benzoic acid (24 mg, 168 μmol) and 2-fluoro-4-[3-(4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridin-2-yl)-1H-indazol-6-yl]-5-(2,2,2-trifluoro-ethyl)-phenol (Preparation 39, 100 mg, 168 μmol) using the method of Example 8. The crude material was purified by HPLC Method A to afford 33.3 mg of the title compound.

Workup

  1. customThe crude material was purified by HPLC Method A

Sources & evidence

ORD record
ord-e0a8e04be6e542b782dfb1316eb7f4e4
Source dataset
uspto-grants-2014_11
Patent number
US08895544B2

Reaction notes

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