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Diisopropylethylamine → 4-Iodo-3-methoxy-N-(1-methylpiperidin-yl)benzamide

HRID 81964
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HRID 81964 반응식
[I:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([O:8]OC(C)(C)C)=O)=[CH:4][C:3]=1[O:16][CH3:17].C([N:20](C(C)C)C(C)C)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[CH3:49][N:50]1[CH2:55][CH2:54][CH:53](N)[CH2:52][CH2:51]1>CN(C)C=O.O>[I:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([NH:20][CH:51]2[CH2:52][CH2:53][CH2:54][CH2:55][N:50]2[CH3:49])=[O:8])=[CH:4][C:3]=1[O:16][CH3:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 27375314-Amino-1-methylpiperidineHCID 86653099tert-Butyloxy 4-Iodo-3-methoxybenzoate

생성물 1

HCID 666880784-Iodo-3-methoxy-N-(1-methylpiperidin-yl)benzamide수율 74.2%

시약·촉매·용매 2

HCID 962
Water
용매
HCID 6228Dimethylformamide용매

실험 절차

A solution of tert-butyloxy 4-iodo-3-methoxybenzoate (250 mg, 0.90 mmol) in anhydrous dimethylformamide (8 mL) was treated with N-ethyl-N,N-diisopropylamine (0.63 mL, 3.6 mmol) and TBTU (404 mg, 1.26 mmol). The mixture was then treated with 1-methylpiperidin-4-amine (0.160 mL, 1.26 mmol). The reaction mixture was stirred at room temperature for 24 h. The reaction was diluted with water and the resulting precipitate was collected by filtration to afford the title compound (250 mg, 71% yield).

후처리

  1. filtrationthe resulting precipitate was collected by filtration

출처 및 근거

ORD 기록
ord-0c9e7cf7d3ff4f94af6359c374cf9327
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846701B2

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