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Tetrahydrofuran → 4-Cyclopropylmethoxy-N-methyl-N-((S)-6-{[(tetrahydropyran-4-ylmethyl)amino]methyl}-1,2,3,4-tetrahydronaphthalen-2-yl)benzamide

HRID 77411
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인쇄 미리보기

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HRID 77411 반응식
[CH:1]1([CH2:4][O:5][C:6]2[CH:27]=[CH:26][C:9]([C:10]([N:12]([C@H:14]3[CH2:23][CH2:22][C:21]4[C:16](=[CH:17][CH:18]=[C:19]([CH:24]=O)[CH:20]=4)[CH2:15]3)[CH3:13])=[O:11])=[CH:8][CH:7]=2)[CH2:3][CH2:2]1.C1COCC1.[O:33]1[CH2:38][CH2:37][CH:36]([CH2:39][NH2:40])[CH2:35][CH2:34]1.C([BH3-])#N.[Na+]>C(O)(=O)C>[CH:1]1([CH2:4][O:5][C:6]2[CH:27]=[CH:26][C:9]([C:10]([N:12]([CH3:13])[C@H:14]3[CH2:23][CH2:22][C:21]4[C:16](=[CH:17][CH:18]=[C:19]([CH2:24][NH:40][CH2:39][CH:36]5[CH2:37][CH2:38][O:33][CH2:34][CH2:35]5)[CH:20]=4)[CH2:15]3)=[O:11])=[CH:8][CH:7]=2)[CH2:3][CH2:2]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 27732104-AminomethyltetrahydropyranHCID 5003444Sodium cyanoborohydrideHCID 867627474-cyclopropylmethoxy-N-((S)-6-formyl-1,2,3,4-tetrahydronaphthalen-2-yl)-N-methylbenzamide

생성물 1

HCID 468691334-Cyclopropylmethoxy-N-methyl-N-((S)-6-{[(tetrahydropyran-4-ylmethyl)amino]methyl}-1,2,3,4-tetrahydronaphthalen-2-yl)benzamide

시약·촉매·용매

1
HCID 176Acetic Acid용매

실험 절차

To a mixture of 4-cyclopropylmethoxy-N—((S)-6-formyl-1,2,3,4-tetrahydronaphthalen-2-yl)-N-methylbenzamide (0.20 g), THF (5 ml), C-(tetrahydropyran-4-yl)methylamine (63 mg) and acetic acid (33 mg) was added polymer-bound sodium cyanoborohydride (0.55 mmol), and the suspension was shaken at room temperature for 12 hours. The polymer was filtered off with suction and the filtrate was concentrated. The residue was purified by preparative HPLC. The product was thus obtained with the monoisotopic molecular weight of 462.29 (C28H38N2O3); MS (ESI): 463.3 (M+H+).

후처리

  1. filtrationThe polymer was filtered off with suction
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by preparative HPLC
  4. customThe product was thus obtained with the monoisotopic molecular weight of 462.29 (C28H38N2O3)

출처 및 근거

ORD 기록
ord-1fbbb48526a94d23a85b6de44a3fc1dc
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08841290B2

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