Hydrazine → 3-fluoro-N-(4-hydrazinocarbonylmethoxy-naphthalen-1-yl)-5-(4-methylpiperidin-1-yl)-benzamide

HRID 1641272Notes

Reaction equation

HRID 1641272 reaction equation
CO[C:3](=[O:33])[CH2:4][O:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([NH:16][C:17](=[O:32])[C:18]2[CH:23]=[C:22]([N:24]3[CH2:29][CH2:28][CH:27]([CH3:30])[CH2:26][CH2:25]3)[CH:21]=[C:20]([F:31])[CH:19]=2)=[CH:8][CH:7]=1.[NH2:34][NH2:35]>O1CCCC1>[F:31][C:20]1[CH:19]=[C:18]([CH:23]=[C:22]([N:24]2[CH2:25][CH2:26][CH:27]([CH3:30])[CH2:28][CH2:29]2)[CH:21]=1)[C:17]([NH:16][C:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:6]([O:5][CH2:4][C:3]([NH:34][NH2:35])=[O:33])=[CH:7][CH:8]=1)=[O:32]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 59553324HCID 59553324, compound

Product 1

HCID 595531273-fluoro-N-(4-hydrazinocarbonylmethoxy-naphthalen-1-yl)-5-(4-methylpiperidin-1-yl)-benzamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

{4-[3-Fluoro-5-(4-methylpiperidin-1-yl)-benzoylamino]-naphthalen-1-yloxy}-acetic acid methyl ester (0.40 g, 0.88 mmol) in a solution of 1M hydrazine in tetrahydrofuran (10 ml) is heated at 80° C. for five hours. After cooling to room temperature the mixture is evaporated to dryness to give 3-fluoro-N-(4-hydrazinocarbonylmethoxy-naphthalen-1-yl)-5-(4-methylpiperidin-1-yl)-benzamide (0.40 g). MS: 451 (M+1).

Workup

  1. customis evaporated to dryness

Sources & evidence

ORD record
ord-0994070b517c4387b387e59ed8697a76
Source dataset
uspto-grants-2012_02
Patent number
US08114873B2

Reaction notes

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