N-(5-Carbamoylpyrimidin-4-yl)-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxamide → HCID 178517573, compound

HRID 510103Notes

Reaction equation

[C:1]([C:4]1[C:5]([NH:10][C:11]([C:13]2[C:21]3[C:16](=[N:17][CH:18]=[CH:19][CH:20]=3)[N:15]([CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[F:29])[N:14]=2)=O)=[N:6][CH:7]=[N:8][CH:9]=1)(=[O:3])[NH2:2]>CN(C)C(=O)C>[F:29][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=1[CH2:22][N:15]1[C:16]2=[N:17][CH:18]=[CH:19][CH:20]=[C:21]2[C:13]([C:11]2[N:2]=[C:1]([OH:3])[C:4]3[C:5]([N:10]=2)=[N:6][CH:7]=[N:8][CH:9]=3)=[N:14]1

Participants

Conditions

Temperature: 220 °C

Procedure

246 mg (0.629 mmol) of the compound from example 48A were initially charged in N,N-dimethylacetamide (22 ml) and stirred in a microwave at 220° C. for 30 min. The reaction mixture was poured onto ice-water and filtered. The filter residue was washed with water and dried under high vacuum at 50° C. overnight. This gave 142 mg (57% of theory) of the title compound in solid form.

Workup

additionThe reaction mixture was poured onto ice-water
filtrationfiltered
washThe filter residue was washed with water
customdried under high vacuum at 50° C. overnight

Sources & evidence

ORD record: ord-3bf1eab3db4f458bbe60fcd9cf775f06
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09096592B2

Reaction notes

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