1,2,3,4-Tetrahydro-1-naphthylamine → (1H-Benzoimidazol-2-yl)-1,2,3,4-tetrahydronaphthalen-1-yl-amine

HRID 16550

반응식

HRID 16550 반응식
Cl[C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[CH:11]1([NH2:21])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14][CH2:13][CH2:12]1>>[N:6]1[C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[NH:3][C:2]=1[NH:21][CH:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14][CH2:13][CH2:12]1

참가 물질

3

반응물 2

HCID 180661,2,3,4-Tetrahydro-1-naphthylamineHCID 785722-Chlorobenzimidazole

생성물 1

HCID 11623092(1H-Benzoimidazol-2-yl)-1,2,3,4-tetrahydronaphthalen-1-yl-amine

실험 절차

The title compound was prepared from 2-chlorobenzimidazole and racemic 1,2,3,4-tetrahydro-l-naphthylamine by Procedure A (10 min at 170° C. followed by 15 min at 200° C.). The product was isolated from the crude reaction mixture by preparative LCMS to give the title compound as the free base and as a mixture of enantiomers (white solid, mp 230-234° C.). MS(ES+) m/z 264 ([M+1]+, 100). 1NMR (DMSO-d6) δ 1.73-1.82 (m, 1H), 1.85-1.96 (m, 2H), 2.01-2.09 (m, 1H), 2.70-2.85 (m, 2H), 5.04 (m, 1H), 7.01-7.05 (m, 2H), 7.12-7.28 (m, 5H), 7.33-7.37 (m, 1H), 8.05 (br s, 1H).

후처리

  1. customThe product was isolated from the crude
  2. customreaction mixture by preparative LCMS

출처 및 근거

ORD 기록
ord-36096480ddfc4aa4a7d5b195ef1e977c
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737167B2

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