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HCID 69516187, 화합물 → HCID 178509357, 화합물

HRID 1297214
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HRID 1297214 반응식
[CH:1]1([CH:7]2[CH2:9][C:8]2([C:12]2[N:13]=[N:14][N:15](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[N:16]=2)[C:10]#[N:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>N.CCO.[Ni]>[CH:1]1([CH:7]2[CH2:9][C:8]2([CH2:10][NH2:11])[C:12]2[NH:16][N:15]=[N:14][N:13]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 1

HCID 69516187HCID 69516187, 화합물

생성물 1

HCID 178509357HCID 178509357, 화합물수율 36%

시약·촉매·용매 3

HCID 935Nickel촉매HCID 222Ammonia용매HCID 702Ethanol용매

실험 절차

To a solution of the 2-cyclohexyl-1-(2-trityl-2H-tetrazol-5-yl)-cyclopropanecarbonitrile (1.10 g, 2.39 mmol) in 50 mL 2.0M NH3 in EtOH was added RaNi (1.4 g), and the mixture was hydrogenated in a Parr shaker at 48 psi for 60 h. The mixture was filtered and concentrated. Flash chromatography of the residue on silica gel (0.25:1.25:3.5 conc. NH4OH (aq):MeOH:CH2Cl2) furnished 0.19 g (36%) of C-[2-cyclohexyl-1-(1H-tetrazol-5-yl)-cyclopropyl]-methylamine as a colorless solid. 1H NMR (CD3OD) δ 3.97 (d, J=13.2 Hz, 1H, —CH2NH2), 2.96 (d, J=13.2 Hz, 1H, —CH2NH2), 1.87 (m, 1H), 1.77 (m, 1H), 1.68 (m, 2H), 1.47 (m, 1H), 1.38 (m, 1H), 1.12-1.31 (m, 6H), 1.07 (m, 1H), 0.91 (dd, J=4.6, 6.6 Hz, 1H, cyclopropyl —CHH). LRMS: m/z 220.2 (M−1). Anal. Calc'd for C11H19N5: C, 59.70; H, 8.65; N, 31.65. Found: C, 58.39; H, 8.54; N, 31.20.

후처리

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1901a9abdab3473992dbfa133edb5fa3
출처 데이터셋
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07250433B2

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