1-Phenylpiperazine → HCID 10402145, compound

HRID 1768362Notes

Reaction equation

[C:1]1([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O[BH-](O[C:23](=[O:25])[CH3:24])OC(=O)C)(=O)C.[Na+]>>[C:1]1([N:7]2[CH2:12][CH2:11][N:10]([CH2:6][C:5]3[O:25][C:23]4[C:24](=[N:7][CH:1]=[CH:2][CH:3]=4)[CH:4]=3)[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Reactant 2

HCID 70961-Phenylpiperazine

HCID 5049666Sodium triacetoxyborohydride

Product 1

HCID 10402145HCID 10402145, compound

Procedure

The product from Example 35B, 1-phenylpiperazine, and sodium triacetoxyborohydride were processed as described in Example 35C to provide the title compound. 1H NMR (CDCl3, 300 MHz) δ 2.78 (br, 4H), 3.28 (br, 4H), 3.85 (s, 2H), 6.89 (m, 4H), 7.20 (dd, J=4.75, 8.14 Hz, 1H), 7.26 (m, 2H), 7.73 (d, J=8.14 Hz, 1H), 8.54 (br, 1H); MS (DCI/NH3) m/z 294.2 (M+H)+; Anal Calcd for C18H19N3O: C, 73.69; H, 6.53; N, 14.32. Found: C, 72.19; H, 6.43; N, 14.09.

Sources & evidence

ORD record: ord-c4d400384c664e028d1b5b870083c9d9
Source dataset: uspto-grants-2007_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07235661B2

Reaction notes

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