1-(1H-indol-3-yl)-2-methylpropan-2-amine → (R)-alpha-[[(1,1-dimethyl-2-(1H-indol-3-yl)ethyl)amino]methyl]tetrazolo[1,5-a]pyridine-6-methanol

HRID 1086469

반응식

HRID 1086469 반응식
[CH3:1][C:2]([NH2:14])([CH3:13])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1.[N:15]1[N:16]=[N:17][N:18]2[CH:23]=[C:22]([C@@H:24]3[CH2:26][O:25]3)[CH:21]=[CH:20][C:19]=12>C(O)C>[CH3:13][C:2]([NH:14][CH2:26][C@@H:24]([C:22]1[CH:21]=[CH:20][C:19]2[N:18]([N:17]=[N:16][N:15]=2)[CH:23]=1)[OH:25])([CH3:1])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1

참가 물질

4

반응물 2

HCID 93531-(1H-indol-3-yl)-2-methylpropan-2-amineHCID 13090314(R)-2-(tetrazolo[1,5-a]pyrid 6-yl)oxirane

생성물 1

HCID 15137724(R)-alpha-[[(1,1-dimethyl-2-(1H-indol-3-yl)ethyl)amino]methyl]tetrazolo[1,5-a]pyridine-6-methanol

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 670 mg (3.58 mmol) of (1,1-dimethyl-2-(1H-indol-3-yl)ethyl amine (B. Heath-Brown and P. G. Philpott, J. Chem. Soc., 7165 (1965)) and 598 mg (3.69 mmol) of (R)-2-(tetrazolo[1,5-a]pyrid-6-yl)oxirane in 12 ml of absolute ethanol was heated at reflux for 15 hours. The reaction mixture was concentrated and the residue (1.24 g) chromatographed on silica gel (95:5:1 CH2Cl2 :MeOH:conc. NH4OH) to give 808 mg of (R)-α-[[(1,1-dimethyl-2-(1H-indol-3-yl)ethyl)amino]methyl]tetrazolo[1,5-a]pyridine-6-methanol.

후처리

  1. temperatureat reflux for 15 hours
  2. concentrationThe reaction mixture was concentrated
  3. customthe residue (1.24 g) chromatographed on silica gel (95:5:1 CH2Cl2 :MeOH:conc. NH4OH)

출처 및 근거

ORD 기록
ord-a86120e485ee4d11829d0b863349b470
출처 데이터셋
uspto-grants-1991_07
특허 번호
US05030640

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