HCID 67453362, compound → HCID 67453746, compound

HRID 2276786Notes

Reaction equation

Br[C:2]1[N:3]=[N:4][C:5]([C:8]2[S:9][C:10]([C:13]#[N:14])=[CH:11][N:12]=2)=[CH:6][N:7]=1.[F:15][CH:16]([F:28])[O:17][C:18]1[C:19]([C:24]([NH2:27])([CH3:26])[CH3:25])=[N:20][CH:21]=[CH:22][CH:23]=1>CC#N>[F:28][CH:16]([F:15])[O:17][C:18]1[C:19]([C:24]([NH:27][C:2]2[N:3]=[N:4][C:5]([C:8]3[S:9][C:10]([C:13]#[N:14])=[CH:11][N:12]=3)=[CH:6][N:7]=2)([CH3:25])[CH3:26])=[N:20][CH:21]=[CH:22][CH:23]=1

Participants

Conditions

Temperature: 90 °C

Procedure

To a scintillation vial was added 2-(3-bromo-1,2,4-triazin-6-yl)thiazole-5-carbonitrile (directly from above reaction), 2-(3-(difluoromethoxy)pyridin-2-yl)propan-2-amine (100 mg, 500 μmol), and CH3CN (2 mL). The reaction was heated to 90° C. and stirred for 12 h. The reaction was then concentrated and purified using silica gel chromatography to afford 15 mg of 2-(3-(2-(3-(difluoromethoxy)pyridin-2-yl)propan-2-ylamino)-1,2,4-triazin-6-yl)thiazole-5-carbonitrile.

Workup

concentrationThe reaction was then concentrated
custompurified

Sources & evidence

ORD record: ord-e6740c7d7b4a4cd5b1aa920126be5fdf
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09133123B2

Reaction notes

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