2-Amino-1-benzylbenzimidazole → HCID 66850533, 화합물

HRID 252201노트

반응식

HRID 252201 반응식
[Br:1][CH2:2][CH:3]([OH:12])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[NH2:13][C:14]1[N:18]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:17]2[CH:26]=[CH:27][CH:28]=[CH:29][C:16]=2[N:15]=1>C1(C)C=CC=CC=1>[BrH:1].[CH2:19]([N:18]1[C:17]2[CH:26]=[CH:27][CH:28]=[CH:29][C:16]=2[N:15]([CH2:2][CH:3]([OH:12])[CH2:4][O:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:14]1=[NH:13])[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

참가 물질

4

반응물 2

HCID 1707422-Amino-1-benzylbenzimidazoleHCID 113906081-bromo-3-phenoxy-propan-2-ol

생성물 1

HCID 66850533HCID 66850533, 화합물수율 23%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution of 1-bromo-3-phenoxy-propan-2-ol (5) (248 mg., 1.07 mmol.) in toluene (2 mL.) was added 2-amino-1-benzylbenzimidazole (3) (200 mg., 0.90 mmol) and the mixture was heated at reflux overnight under N2 gas. The reaction mixture was cooled to room temperature and filtered. Crystallization of the collected solid from isopropanol gave 1 as white crystals (85 mg., 23%). Recrystallization of the mother liquor afforded additional 1 as white crystals (70 mg., 19%). 1H-NMR (DMSO-d6) δ 4.12 (s, 2H), 4.33 (s, 1H), 4.43 (s, 2H), 5.57 (s, 2H), 6.96 (m, 3H), 7.21-7.38 (m, 10H), 7.46 (d, J=8.0 Hz, 1H), 7.62 (d, J=7.6 Hz, 1H), 9.18 (s, 2H); 13C-NMR (DMSO-d6) δ 45.58, 46.10, 66.54, 69.43, 110.53, 111.11, 120.71, 123.39, 123.47, 127.11, 127.91, 128.72, 129.39, 129.45, 130.39, 134.56, 150.27, 157.67, 158.33.

후처리

  1. temperaturethe mixture was heated
  2. temperatureat reflux overnight under N2 gas
  3. filtrationfiltered
  4. customCrystallization of the collected solid from isopropanol

출처 및 근거

ORD 기록
ord-edebb761a8ae4ce5915cbf3f1036394c
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07868028B2

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