Diisopropylethylamine → 2-(Quinazolin-4-ylaminomethyl)-piperidine-1-carboxylic acid tert butyl ester

HRID 18082

반응식

HRID 18082 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:14][NH2:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].ClN1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[N:20]=[CH:19]C1.[CH:27]([N:30](C(C)C)CC)(C)C>O1CCCC1>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][NH:15][C:27]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[N:20]=[CH:19][N:30]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 1502020tert-Butyl (2S)-2-(aminomethyl)piperidine-1-carboxylateHCID 866260114-Chloroquinoxaline

생성물 1

HCID 866266042-(Quinazolin-4-ylaminomethyl)-piperidine-1-carboxylic acid tert butyl ester

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

(S)-2-Aminomethyl-piperidine-1-carboxylic acid tert-butyl ester (1.0 g), 4-chloroquinoxaline (0.768 g) and diisopropylethylamine (0.816 ml) were dissolved in tetrahydrofuran (75 ml) and heated to reflux for 6 hours under an atmosphere of argon. After cooling, the reaction solution was partitioned between ethyl acetate and water. The organic layer was washed with saturated sodium hydrogen carbonate solution, saturated brine, dried and evaporated. The residue was chromatographed over silica gel, eluting with a gradient of 50 to 100% ethyl acetate in hexane. The title compound was obtained as a white foam (1.44 g).

후처리

  1. temperatureheated
  2. temperatureto reflux for 6 hours under an atmosphere of argon
  3. temperatureAfter cooling
  4. customthe reaction solution was partitioned between ethyl acetate and water
  5. washThe organic layer was washed with saturated sodium hydrogen carbonate solution, saturated brine
  6. customdried
  7. customevaporated
  8. customThe residue was chromatographed over silica gel
  9. washeluting with a gradient of 50 to 100% ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-43773e5d2c34440ca5b5489610e464ec
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741329B2

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