5-(Piperidin-1-yl)pyrazine-2-carboxylic acid → HCID 178464445, compound

HRID 340034Notes

Reaction equation

HRID 340034 reaction equation
[N:1]1([C:7]2[N:8]=[CH:9][C:10]([C:13]([OH:15])=O)=[N:11][CH:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[F:16][C:17]1[CH:22]=[C:21]([C:23]2[CH:31]=[C:30]3[C:26]([C:27]([C:32]4[NH:33][C:34]5[CH2:39][CH2:38][NH:37][CH2:36][C:35]=5[N:40]=4)=[N:28][NH:29]3)=[CH:25][CH:24]=2)[C:20]([CH2:41][C:42]([F:45])([F:44])[F:43])=[CH:19][C:18]=1[OH:46]>>[CH2:2]([NH:1][CH2:6][CH3:5])[CH3:3].[F:16][C:17]1[C:18]([OH:46])=[CH:19][C:20]([CH2:41][C:42]([F:43])([F:44])[F:45])=[C:21]([C:23]2[CH:31]=[C:30]3[C:26]([C:27]([C:32]4[NH:33][C:34]5[CH2:39][CH2:38][N:37]([C:13]([C:10]6[CH:9]=[N:8][C:7]([N:1]7[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]7)=[CH:12][N:11]=6)=[O:15])[CH2:36][C:35]=5[N:40]=4)=[N:28][NH:29]3)=[CH:25][CH:24]=2)[CH:22]=1

Participants

3

Reactant 2

HCID 457897585-(Piperidin-1-yl)pyrazine-2-carboxylic 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 178464445HCID 178464445, compoundYield 49.8%

Procedure

The title compound was prepared from 5-piperidin-1-yl-pyrazine-2-carboxylic acid (Preparation 44, 35 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 29.0 mg of the title compound as the diethylamine salt.

Workup

  1. customThe crude material was purified by HPLC Method A

Sources & evidence

ORD record
ord-c007570ac16e441d8561502bac0940e9
Source dataset
uspto-grants-2014_11
Patent number
US08895544B2

Reaction notes

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