Diisopropylethylamine → Tert-butyl 3-[(5-cyanopyridin-2-yl)amino]piperidine-1-carboxylate

HRID 57688

반응식

HRID 57688 반응식
[NH2:1][CH:2]1[CH2:7][CH2:6][CH2:5][N:4]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:3]1.Cl[C:16]1[N:21]=[CH:20][C:19]([C:22]#[N:23])=[CH:18][CH:17]=1.C(N(C(C)C)CC)(C)C>CS(C)=O>[C:22]([C:19]1[CH:18]=[CH:17][C:16]([NH:1][CH:2]2[CH2:7][CH2:6][CH2:5][N:4]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:3]2)=[N:21][CH:20]=1)#[N:23]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 5458091-BOC-3-AminopiperidineHCID 51520946-Chloro-3-pyridinecarbonitrile

생성물 1

HCID 57911756Tert-butyl 3-[(5-cyanopyridin-2-yl)amino]piperidine-1-carboxylate

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
140 °C

실험 절차

1.0 g (4.99 mmol) of tert-butyl 3-aminopiperidine-1-carboxylate and 1.383 g (9.99 mmol) of 6-chloropyridine-3-carbonitrile and 1.29 g (9.99 mmol) of diisopropylethylamine were suspended in 40 ml of DMSO and heated in a microwave at 140° C. for 45 min. Most of the DMSO was removed from the mixture by kugelrohr distillation, water was added and the resulting precipitate was filtered off. Drying under high vacuum gave 2.24 g (46% of theory) of the product.

후처리

  1. customMost of the DMSO was removed from the mixture by kugelrohr distillation, water
  2. additionwas added
  3. filtrationthe resulting precipitate was filtered off
  4. customDrying under high vacuum
  5. customgave 2.24 g (46% of theory) of the product

출처 및 근거

ORD 기록
ord-8763a1fd01a54fe4bfcc2cc3185d12de
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434731B2

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