1-Methylpiperazine → HCID 11283637, compound

HRID 2118219Notes

Reaction equation

Cl[CH2:2][C:3]([O:5][C:6]1[CH:11]=[CH:10][C:9](/[C:12](/[C:22]2[CH:27]=[CH:26][C:25](/[CH:28]=[CH:29]/[C:30]([OH:32])=[O:31])=[CH:24][CH:23]=2)=[C:13](\[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)/[CH2:14][CH3:15])=[CH:8][CH:7]=1)=[O:4].[CH3:33][N:34]1[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]1>>[CH3:33][N:34]1[CH2:39][CH2:38][N:37]([CH2:2][C:3]([O:5][C:6]2[CH:11]=[CH:10][C:9](/[C:12](/[C:22]3[CH:27]=[CH:26][C:25](/[CH:28]=[CH:29]/[C:30]([OH:32])=[O:31])=[CH:24][CH:23]=3)=[C:13](\[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)/[CH2:14][CH3:15])=[CH:8][CH:7]=2)=[O:4])[CH2:36][CH2:35]1

Participants

Reactant 2

HCID 531671-Methylpiperazine

HCID 58877667HCID 58877667, compound

Product 1

HCID 11283637HCID 11283637, compound

Procedure

Treatment of compound 32 with N-methylpiperazine as described in Example 19 (Step 2) afforded the title compound, 34, as an off-white solid. 1HNMR (400 MHz, DMSO-d6): δ 0.85 (t, 3H), 2.11 (s, 3H), 2.27 (br, 4H), 2.39 (q, 2H), 2.50 (br, 4H), 3.38 (s, 2H), 6.49 (d, J=16 Hz, 1H), 6.79 (d, J=8.6 Hz, 2H), 6.85 (d, J=8.6 Hz, 2H), 7.09-7.19 (m, 5H), 7.23 (d, J=8.1 Hz, 2H), 7.49 (d, J=16 Hz, 1H), 7.65 (d, J=8 Hz, 2H), 12.36 (br, 1H); MS m/z 511 (M+H)+.

Sources & evidence

ORD record: ord-dbaf157c63bd4e559cea1972b01bb689
Source dataset: uspto-grants-2008_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07442833B2

Reaction notes

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