HCID 59408770, compound → HCID 59408767, compound

HRID 1188117Notes

Reaction equation

Br[C:2]1[N:7]=[C:6]([NH:8][C:9]([C:11]2[CH:15]=[C:14]([C:16]3[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=3)[N:13]([CH:23]3[CH2:28][CH2:27][CH2:26][CH2:25][O:24]3)[N:12]=2)=[O:10])[CH:5]=[CH:4][CH:3]=1>C(N)C1C=CC=CC=1>[CH2:14]([NH:13][C:2]1[N:7]=[C:6]([NH:8][C:9]([C:11]2[CH:15]=[C:14]([C:16]3[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=3)[N:13]([CH:23]3[CH2:28][CH2:27][CH2:26][CH2:25][O:24]3)[N:12]=2)=[O:10])[CH:5]=[CH:4][CH:3]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

Conditions

Temperature: 130 °C

Procedure

N-(6-Bromopyridin-2-yl)-5-(4-fluorophenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-3-carboxamide 3 (300 mg, 0.67 mmol) was dissolved in benzylamine (3 ml). The reaction mixture was heated for 24 hrs at 130° C. Then the reaction mixture was purified on a silica gel column (1:5 EtOAc:Pet-ether) to give N-(6-(benzylamino)pyridin-2-yl)-5-(4-fluorophenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-3-carboxamide 4 as a white solid (187 mg, 59%). Mp. 139-140° C.

Workup

customThen the reaction mixture was purified on a silica gel column (1:5 EtOAc:Pet-ether)

Sources & evidence

ORD record: ord-3c4b3edcdc8442819c9ef51969489882
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08673940B2

Reaction notes

Loading…