Benzoyl fluoride → HCID 86730169, compound

HRID 1850133Notes

Reaction equation

HRID 1850133 reaction equation
[NH:1]([C:3](=[O:14])[C@@H:4]([NH:6][C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10])[CH3:5])[NH2:2].[C:15](F)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[C:15]([NH:2][NH:1][C:3](=[O:14])[C@@H:4]([NH:6][C:7](=[O:13])[O:8][C:9]([CH3:10])([CH3:12])[CH3:11])[CH3:5])(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 67999Benzoyl fluorideHCID 10241974tert-butyl N-((1S)-1-(hydrazinecarbonyl)ethyl)carbamate

Product 1

HCID 86730169HCID 86730169, compound

Procedure

To a solution of (S)-tert-butyl (1-hydrazinyl-1-oxopropan-2-yl)carbamate (293 mg, 1.44 mmol, 1.0 equv. in 3 ml of DCM) was added benzoyl fluoride (179 mg, 1.44 mmol in 2 ml of DCM), the reaction solution was stirred at room temperature for 50 min., the solvent was removed to yield the desired product. 1H NMR (400 MHz, CDCl3) δ 7.89-7.78 (m, 2H), 7.54 (t, J=7.4 Hz, 1H), 7.43 (t, J=7.6 Hz, 2H), 5.32 (b, 1H), 4.45 (b, 1H), 1.46 (s, 9H).

Workup

  1. customthe solvent was removed

Sources & evidence

ORD record
ord-8291643208e44b1090c2082c01227549
Source dataset
uspto-grants-2015_02
Patent number
US08957068B2

Reaction notes

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