Piperazine → 1-Boc-4-(2-piperazin-1-yl-benzoyl)-piperazine

HRID 1592709노트

반응식

HRID 1592709 반응식
[C:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:22])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2Br)[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[NH:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1>>[C:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:22])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[N:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

참가 물질

3

반응물 2

HCID 4837PiperazineHCID 17952334Tert-butyl 4-(2-bromobenzoyl)piperazine-1-carboxylate

생성물 1

HCID 694101761-Boc-4-(2-piperazin-1-yl-benzoyl)-piperazine

실험 절차

Boc protected piperazine (849 mg, 4.56 mmol) was dissolved in DCM (20 mL) and triethyl amine (2.54 mL, 18.2 mmol) was added. To the stirred solution, ortho-bromo benzoyl chloride (2 g, 9.11 mmol) was added via syringe under nitrogen. The system was stirred for about 12 hours at r.t. The reaction was washed with water, dried, filtered, and concentrated. The residue was subjected to chromatography on silica gel to give 1-Boc-4-(2-bromo-)-piperazine (1.48 g, 8.85 mmol) as a white foam. 1-Boc-4-(2-bromo-benzoyl)-piperazine was coupled to piperazine in a manner similar to Preparation 1A. LRMS (ESI+): 375.2 (M+1)

출처 및 근거

ORD 기록
ord-9082b4a557f14a0db95363dc56e97111
출처 데이터셋
uspto-grants-2007_11
특허 번호
US07291619B2

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