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Ammonia → HCID 86693511, 화합물

HRID 575449
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HRID 575449 반응식
[I:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:30]3[CH2:31][CH:28]([CH2:29]3)[C:8]3[N:9]([CH2:17][C:18]4[C:26]5[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=5)[N:20]([CH3:27])[N:19]=4)[C:10]([C:12]([O:14]CC)=O)=[N:11][C:7]=3[C:6]=2[CH:32]=1.[NH3:33]>>[I:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:30]3[CH2:31][CH:28]([CH2:29]3)[C:8]3[N:9]([CH2:17][C:18]4[C:26]5[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=5)[N:20]([CH3:27])[N:19]=4)[C:10]([C:12]([NH2:33])=[O:14])=[N:11][C:7]=3[C:6]=2[CH:32]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 222AmmoniaHCID 86693510HCID 86693510, 화합물

생성물 1

HCID 86693511HCID 86693511, 화합물수율 86%

반응 조건

온도
50 °C

실험 절차

A pressure tube containing a solution of ethyl 9-iodo-3((1-methyl-1H-indazol-3-yl)methyl)-3,4,5,6-tetrahydro-4,6-methanobenzo[3,4]cyclohepta[1,2-d]imidazole-2-carboxylate (198 mg, 0.37 mmol) in methanolic ammonia (7 mL of 7.0M ammonia in methanol) was warmed to 50° C. for 8 days. After evaporation of the reaction mixture in vacuo, the residue was suspended in methanol (0.8 mL) and the solid collected by vacuum filtration to furnish the title compound as an off-white solid (164 mg, 0.32 mmol, 86%): 1H NMR (250 MHz, CDCl3) δ1.48-1.57 (m, 2H), 2.71-2.87 (m, 2H), 3.52 (td, J=8.15, 4.42 Hz, 1H), 3.79 (td, J=7.54, 3.81 Hz, 1H), 3.99 (s, 3H), 5.44 (br. s., 3H), 6.24 (s, 2H), 6.78 (d, J=7.92 Hz, 1H), 7.03-7.11 (m, 1H), 7.31-7.41 (m, 3H), 7.53 (dt, J=8.22, 0.91 Hz, 1H), 8.71 (d, J=1.83 Hz, 1H); M+H=510.

후처리

  1. customAfter evaporation of the reaction mixture in vacuo
  2. filtrationthe solid collected by vacuum filtration

출처 및 근거

ORD 기록
ord-976c04d5f0d14cd388762963cf7a1548
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09034866B2

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