1-Azabicyclo[3.2.2]nonan-4-one → HCID 45380481, compound

HRID 2176150Notes

Reaction equation

HRID 2176150 reaction equation
[F:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][CH2:7][N:8]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)N)=[CH:4][CH:3]=1.[N:19]12[CH2:27][CH2:26][CH:23]([CH2:24][CH2:25]1)[C:22](=O)[CH2:21][CH2:20]2>>[F:16][C:13]1[CH:14]=[CH:15][C:10]2[N:8]([CH2:7][CH2:6][C:5]3[CH:17]=[CH:18][C:2]([F:1])=[CH:3][CH:4]=3)[C:22]3[CH:23]4[CH2:26][CH2:27][N:19]([CH2:20][C:21]=3[C:11]=2[CH:12]=1)[CH2:25][CH2:24]4

Participants

3

Reactant 2

HCID 64203071-Azabicyclo[3.2.2]nonan-4-oneHCID 66848669HCID 66848669, compound

Product 1

HCID 45380481HCID 45380481, compound

Procedure

General procedure C was used to convert 1-(4-fluorophenethyl)-1-(4-fluorophenyl)-hydrazine (276 mg, 1.1 mmol; Example 85A) and 1-azabicyclo[3.2.2]nonan-4-one (144 mg, 1.1 mmol; Example 2A) into the title compound as the trifluoroacetic acid salt: 1H NMR (300 MHz, CDCl3) δ ppm 1.60-1.77 (m, 2H) 1.96-2.15 (m, 2H) 2.92 (s, 1H) 3.05 (t, J=6.54 Hz, 2H) 3.24 (d, J=28.16 Hz, 2H), 3.51-3.74 (m, 2H) 4.31 (t, J=6.35 Hz, 2H) 4.57 (s, 2H) 6.81-6.89 (m, 2H) 6.89-6.95 (m, 2H) 6.99-7.07 (m, 2H) 7.21-7.34 (m, 1H); MS (DCI/NH3) m/z 353 (M+H)+.

Sources & evidence

ORD record
ord-aab58eb75fec4e22ab0715b9797abd3f
Source dataset
uspto-grants-2015_06
Patent number
US09063126B2

Reaction notes

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