2-Methylpentane → (R)-1-[(5-Methyl-isoxazol-3-ylcarbamoyl)-methyl]-3-(1-thiophen-2-yl cycloheptanecarbonyloxy)-1-azonia-bicyclo[2.2.2]octane bromide

HRID 2192311노트

반응식

HRID 2192311 반응식
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3]([O:9][C:10]([C:12]1([C:19]3[S:20][CH:21]=[CH:22][CH:23]=3)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:11])[CH2:2]2.[Br:24][CH2:25][C:26]([NH:28][C:29]1[CH:33]=[C:32]([CH3:34])[O:31][N:30]=1)=[O:27].C(OCC)(=O)C.CCCC(C)C>C(#N)C>[Br-:24].[CH3:34][C:32]1[O:31][N:30]=[C:29]([NH:28][C:26]([CH2:25][N+:1]23[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8]2)[C@@H:3]([O:9][C:10]([C:12]2([C:19]4[S:20][CH:21]=[CH:22][CH:23]=4)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)=[O:11])[CH2:2]3)=[O:27])[CH:33]=1

참가 물질

6

반응물 4

HCID 78922-MethylpentaneHCID 8857Ethyl AcetateHCID 64850652-Bromo-N-(5-methyl-isoxazol-3-yl)-acetamideHCID 58348375HCID 58348375, 화합물

생성물 1

HCID 44516988(R)-1-[(5-Methyl-isoxazol-3-ylcarbamoyl)-methyl]-3-(1-thiophen-2-yl cycloheptanecarbonyloxy)-1-azonia-bicyclo[2.2.2]octane bromide수율 72.8%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

1-Thiophen-2-yl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester (Example 5d) (68 mg) and 2-bromo-N-(5-methyl-isoxazol-3-yl)-acetamide (Example 6a) (45 mg) were dissolved in acetonitrile (2 mL) and stirred overnight. Ethyl acetate (10 mL) and isohexane (9 mL) were added and stirred overnight. The resulting crystals were filtered off and washed with ethyl acetate to afford the titled compound (82 mg).

후처리

  1. stirringstirred overnight
  2. filtrationThe resulting crystals were filtered off
  3. washwashed with ethyl acetate

출처 및 근거

ORD 기록
ord-9b6781f2289446baa88bd09cf5bb0acd
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08329729B2

반응 노트

불러오는 중…