Sodium Hydroxide → HCID 58902525, compound

HRID 2353230Notes

Reaction equation

C[O:2][C:3](=[O:26])[CH2:4][CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][N:10]([C:13]2[CH:18]=[CH:17][C:16]([NH:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:15][CH:14]=2)[CH2:9][CH2:8]1.[OH-].[Na+:28]>>[Na+:28].[C:20]1([NH:19][C:16]2[CH:15]=[CH:14][C:13]([N:10]3[CH2:9][CH2:8][N:7]([CH2:6][CH2:5][CH2:4][C:3]([O-:26])=[O:2])[CH2:12][CH2:11]3)=[CH:18][CH:17]=2)[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 57419551HCID 57419551, compound

Product 1

HCID 58902525HCID 58902525, compoundYield 92.3%

Procedure

The title compound (80 mg, 92.3%) was prepared from 4-[4-(4-phenylamino-phenyl)-piperazin-1-yl]-butyric acid methyl ester (86 mg, 0.24 mmol) and 1 N NaOH (0.25 mL, 0.25 mmol) by the procedure described in Example 2: MS (ESI) m/z 361 (M+1); 1H NMR (400 MHz, DMSO-d6) δ 1.59 (m, 2H), 1.84 (t, J=7.2 Hz, 2H), 2.27 (t, J=7.6 Hz, 2H), 2.47 (t, J=4.8 Hz, 4H), 3.03 (t, J=4.8, 4H), 6.67 (m, 1H), 6.88 (m, 4H), 6.98 (d, J=9.2 Hz, 2H), 7.13 (m, 2H), 7.77 (s, 1H).

Sources & evidence

ORD record: ord-43e72bbd91d047b2969d8e5be727fd22
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07750012B2

Reaction notes

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