HCID 15011866, compound → HCID 59595980, compound

HRID 2264198Notes

Reaction equation

[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]1[C:9]([C:16]2[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=2)=[N:10][C:11]([NH2:15])=[C:12]([NH2:14])[CH:13]=1.[CH:22]1([C:25](C(Cl)=O)=[O:26])[CH2:24][CH2:23]1>N1C=CC=CC=1>[NH2:15][C:11]1[N:10]=[C:9]([C:16]2[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=2)[C:8]([C:7]2[CH:6]=[CH:5][N:4]=[CH:3][C:2]=2[F:1])=[CH:13][C:12]=1[NH:14][C:25]([CH:22]1[CH2:24][CH2:23]1)=[O:26]

Participants

Conditions

Temperature: 80 °C

Procedure

To a solution of 3″-fluoro-3,2′:3′,4″-terpyridine-5′,6′-diamine (Intermediate 1, 0.2 g, 0.71 mmol) in pyridine (2 mL), 0.071 mL (0.78 mmol) of cyclopropanoylcarbonyl chloride were added. The mixture was heated at 80° C. for 4 h and the solvent was evaporated. The crude mixture was extracted between ethyl acetate and water, the organic layer was dried (MgSO4) and evaporated. The residue was purified by silica gel flash chromatography (90:10 dichloromethane/methanol) to give the title compound (0.202 g, 82% of yield).

Workup

customthe solvent was evaporated
extractionThe crude mixture was extracted between ethyl acetate and water
dry with materialthe organic layer was dried (MgSO4)
customevaporated
customThe residue was purified by silica gel flash chromatography (90:10 dichloromethane/methanol)

Sources & evidence

ORD record: ord-cbbac3458f344838891d9236084ecb1a
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07855202B2

Reaction notes

Loading…