Diisopropylethylamine → (3R)-3-Methyl-4-({1-[3-(trifluoromethyl)phenyl]-1H-tetrazol-5-yl}methyl)morpholine hydrochloride

HRID 517763노트

반응식

HRID 517763 반응식
Cl.[CH3:2][C@@H:3]1[CH2:8][O:7][CH2:6][CH2:5][NH:4]1.[Cl:9][CH2:10][C:11]1[N:15]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=2)[N:14]=[N:13][N:12]=1.C(N(C(C)C)CC)(C)C>C(#N)C>[ClH:9].[CH3:2][C@@H:3]1[CH2:8][O:7][CH2:6][CH2:5][N:4]1[CH2:10][C:11]1[N:15]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:24])([F:23])[F:25])[CH:17]=2)[N:14]=[N:13][N:12]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 80271755-(Chloromethyl)-1-(3-(trifluoromethyl)phenyl)-1H-tetrazoleHCID 57356922(3R)-3-Methylmorpholine hydrochloride

생성물 1

HCID 86691891(3R)-3-Methyl-4-({1-[3-(trifluoromethyl)phenyl]-1H-tetrazol-5-yl}methyl)morpholine hydrochloride

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of (3R)-3-methylmorpholine hydrochloride (52.4 mg, 0.381 mmol), 5-(chloromethyl)-1-[3-(trifluoromethyl)phenyl]-1H-tetrazole (50 mg, 0.190 mmol, commercially available from Otava, Kiev, Ukraine) and di-isopropylethylamine (0.067 mL, 0.381 mmol) in acetonitrile (1.5 mL) was heated to 120° C. for 15 minutes in a microwave reactor. The reaction mixture was allowed to cool and the solvent removed under vacuum. The residue was purified by MDAP and fractions containing the desired product were combined and the solvent removed. The residue was dissolved in a minimum of diethyl ether before the dropwise addition of 1N HCl in diethyl ether (3 mL) leading to precipitation. The solvent was removed under a stream of argon and the residue triturated with diethyl ether then dried under vacuum to yield the title compound as a white solid (46 mg).

후처리

  1. temperatureto cool
  2. customthe solvent removed under vacuum
  3. customThe residue was purified by MDAP and fractions
  4. additioncontaining the desired product
  5. customthe solvent removed
  6. dissolutionThe residue was dissolved in a minimum of diethyl ether before the dropwise addition of 1N HCl in diethyl ether (3 mL)
  7. customleading to precipitation
  8. customThe solvent was removed under a stream of argon
  9. customthe residue triturated with diethyl ether
  10. customthen dried under vacuum

출처 및 근거

ORD 기록
ord-2e2cb11d0a8547538000865dc27a56e4
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115132B2

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