HCID 68182987, compound → HCID 68183174, compound

HRID 513662Notes

Reaction equation

HRID 513662 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:10]2[C:19]([N+:20]([O-])=O)=[C:18]3[C:13]([CH:14]=[CH:15][CH:16]=[N:17]3)=[CH:12][CH:11]=2)=[O:9])=[N:6][CH:7]=1>C1COCC1.[Pd]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:10]2[C:19]([NH2:20])=[C:18]3[C:13]([CH:14]=[CH:15][CH:16]=[N:17]3)=[CH:12][CH:11]=2)=[O:9])=[N:6][CH:7]=1

Participants

4

Reactant 1

HCID 68182987HCID 68182987, compound2×

Product 1

HCID 68183174HCID 68183174, compoundYield 49.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

In a similar fashion using route 22 general procedure 55, 7-[(5-fluoropyridin-2-yl)carbonyl]-8-nitroquinoline (Intermediate 358) (1.43 g, 4.9 mmol) and 10% Pd—C (200 mg) in THF (60 ml) gave the title compound (648 mg, 43%) which was used in the next step without further purification.

Sources & evidence

ORD record
ord-a2fdcbcb90804371bfe74fae5f3d93a0
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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