Acetic Acid → 1'-[(6-Chloro-1-{[(3S)-1-methylpiperidin-3-yl]methyl}-1H-indol-3-yl)carbonyl]-3H-spiro[2-benzofuran-1,4'-piperidine]

HRID 2055541노트

반응식

HRID 2055541 반응식
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:18]([N:20]3[CH2:25][CH2:24][C:23]4([C:29]5[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=5[CH2:27][O:26]4)[CH2:22][CH2:21]3)=[O:19])=[CH:7][N:8]2[CH2:11][C@H:12]2[CH2:17][CH2:16][CH2:15][NH:14][CH2:13]2)=[CH:4][CH:3]=1.[CH3:34]C(O)=O.[BH3-]C#N.[Na+]>CO>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:18]([N:20]3[CH2:21][CH2:22][C:23]4([C:29]5[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=5[CH2:27][O:26]4)[CH2:24][CH2:25]3)=[O:19])=[CH:7][N:8]2[CH2:11][C@H:12]2[CH2:17][CH2:16][CH2:15][N:14]([CH3:34])[CH2:13]2)=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 5003444Sodium cyanoborohydrideHCID 596575381'-({6-Chloro-1-[(3S)-piperidin-3-ylmethyl]-1H-indol-3-yl}carbonyl)-3H-spiro[2-benzofuran-1,4'-piperidine]

생성물 1

HCID 596575681'-[(6-Chloro-1-{[(3S)-1-methylpiperidin-3-yl]methyl}-1H-indol-3-yl)carbonyl]-3H-spiro[2-benzofuran-1,4'-piperidine]

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 1′-({6-chloro-1-[(3S)-piperidin-3-ylmethyl]-1H-indol-3-yl}carbonyl)-3H-spiro[2-benzofuran-1,4′-piperidine] in MeOH was treated with aq. H2CO (1.5 eq), AcOH (1.1 eq) and stirred for 15 min at room temperature, then treated with NaCNBH3 (1.1 eq) and stirred at room temperature for 1 h. Concentration and purification by preparative HPLC the desired product. ES-MS m/e (%): 478.2(M+H+).

후처리

  1. stirringstirred at room temperature for 1 h
  2. concentrationConcentration and purification by preparative HPLC the desired product

출처 및 근거

ORD 기록
ord-dcd3ef4d50794247adb8066bb8f9494b
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07332501B2

반응 노트

불러오는 중…