2-Bromo-1-(4-fluorophenyl)ethan-1-one → HCID 69935474, compound

HRID 874982Notes

Reaction equation

HRID 874982 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][CH:6]=1)=O.[C:12]([CH:15]1[CH2:20][CH2:19][CH2:18][N:17]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:16]1)(=[S:14])[NH2:13]>>[F:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2[N:13]=[C:12]([CH:15]3[CH2:20][CH2:19][CH2:18][N:17]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:16]3)[S:14][CH:2]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 967492-Bromo-1-(4-fluorophenyl)ethan-1-oneHCID 23546083tert-Butyl 3-carbamothioylpiperidine-1-carboxylate

Product 1

HCID 69935474HCID 69935474, compoundYield 9%

Procedure

This compound was synthesized from 2-bromo-1-(4-fluorophenyl)ethanone and tert-butyl 3-carbamothioylpiperidine-1-carboxylate as described for example 59 step 5 (95 mg, yield 9%). 1H NMR (400 MHz, CDCl3) δ 7.90-7.87 (dd, J=8.8 Hz, 5.3 Hz, 2H), 7.31 (s, 1H), 7.13-7.09 (t, J=8.8 Hz, 2H), 4.05-4.02 (m, 1H), 3.24-3.18 (m, 2H), 2.96-2.89 (m, 1H), 2.30-2.25 (m, 2H), 1.85-1.80 (m, 2H), 1.64 (m, 1H), 1.49 (s, 9H). MS (ESI) m/z: Calculated for C19H23FN2O2S: 362.15. found: 363.2 (M+H)+

Sources & evidence

ORD record
ord-a8c9d86780f7441b9e22032ea7b283b5
Source dataset
uspto-grants-2015_03
Patent number
US08981084B2

Reaction notes

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