Triethylamine → [(S)-1-(2,6-Dichloro-5-methoxy-pyrimidin-4-yl)-pyrrolidin-2-yl]-methanol

HRID 334142노트

반응식

HRID 334142 반응식
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([O:9][CH3:10])=[C:4](Cl)[N:3]=1.[NH:12]1[CH2:16][CH2:15][CH2:14][C@H:13]1[CH2:17][OH:18].C(N(CC)CC)C>>[Cl:1][C:2]1[N:3]=[C:4]([N:12]2[CH2:16][CH2:15][CH2:14][C@H:13]2[CH2:17][OH:18])[C:5]([O:9][CH3:10])=[C:6]([Cl:8])[N:7]=1

참가 물질

4

반응물 3

HCID 8471TriethylamineHCID 640091L-ProlinolHCID 202711362,4,6-Trichloro-5-methoxypyrimidine

생성물 1

HCID 86667360[(S)-1-(2,6-Dichloro-5-methoxy-pyrimidin-4-yl)-pyrrolidin-2-yl]-methanol수율 70%

실험 절차

A mixture of 2,4,6-trichloro-5-methoxy-pyrimidine (1.2 g, 5.62 mmol), (S)-1-pyrrolidin-2-yl-methanol (1.1 mL, 11.3 mmol) and triethylamine (1.08 mL, 7.75 mmol) in IMS (36 mL) was stirred at RT for 20 mins, then concentrated in vacuo. The resulting residue was purified by column chromatography (SiO2, 0 to 50% ethyl acetate in cyclohexane) affording [(S)-1-(2,6-Dichloro-5-methoxy-pyrimidin-4-yl)-pyrrolidin-2-yl]-methanol (1.08 mg, 70%). LCMS (method A): RT=2.98 min, [M+H]+=278/280.

후처리

  1. concentrationconcentrated in vacuo
  2. customThe resulting residue was purified by column chromatography (SiO2, 0 to 50% ethyl acetate in cyclohexane)

출처 및 근거

ORD 기록
ord-6751090918cd4b95a17335f90c3bbd20
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08883799B2

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