4-Bromophenylhydrazine hydrochloride → 9-bromo-3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indole

반응식

Cl.[Br:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9]N)=[CH:5][CH:4]=1.[N:11]12[CH2:19][CH2:18][CH:15]([CH2:16][CH2:17]1)[C:14](=O)[CH2:13][CH2:12]2>>[Br:2][C:3]1[CH:8]=[CH:7][C:6]2[NH:9][C:14]3[CH:15]4[CH2:18][CH2:19][N:11]([CH2:12][C:13]=3[C:5]=2[CH:4]=1)[CH2:17][CH2:16]4

참가 물질

반응물 2

HCID 121574-Bromophenylhydrazine hydrochloride

HCID 64203071-Azabicyclo[3.2.2]nonan-4-one

생성물 1

HCID 672389759-bromo-3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indole

실험 절차

4-Bromophenylhydrazine hydrochloride (4.33 g, 19.37 mmol; Aldrich) and the product of Example 1A (2.70 g, 19.37 mmol) were processed as described in Example 1B to provide the title compound: 1H NMR (300 MHz, methanol-d4) δ ppm 2.14-2.36 (m, 4 H), 3.17-3.25 (m, 1 H), 3.33-3.45 (m, 2 H), 3.45-3.65 (m, 2 H), 4.54 (s, 2 H), 7.18 (dd, J=8.8, 1.8 Hz, 1 H), 7.24 (d, J=9.1 Hz, 1 H), 7.51 (d, J=2.4 Hz, 1 H); MS (DCI) m/z 291/293 (M+H)+.

출처 및 근거

ORD 기록: ord-c64b66b49ab94e219653701ce085ce8f
출처 데이터셋: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08524703B2

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