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Triethylamine → HCID 178452418, 화합물

HRID 2194588
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HRID 2194588 반응식
[Br:1][C:2]1[C:3]([O:9][CH:10]2[CH2:13][N:12]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:11]2)=[N:4][C:5](Cl)=[N:6][CH:7]=1.Cl.[CH3:22][C@@H:23]1[CH2:28][CH2:27][C@H:26]([NH2:29])[CH2:25][CH2:24]1.CCN(CC)CC>CCO>[Br:1][C:2]1[C:3]([O:9][CH:10]2[CH2:13][N:12]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:11]2)=[N:4][C:5]([NH:29][C@H:26]2[CH2:27][CH2:28][C@@H:23]([CH3:22])[CH2:24][CH2:25]2)=[N:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 86761723Tert-butyl 3-(5-bromo-2-chloropyrimidin-4-yloxy)azetidine-1-carboxylateHCID 178461306HCID 178461306, 화합물

생성물 1

HCID 178452418HCID 178452418, 화합물수율 90%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of tert-butyl 3-(5-bromo-2-chloropyrimidin-4-yloxy)azetidine-1-carboxylate (6 g, 16.4 mmol), cis-4-methylcyclohexanamine hydrochloride (2.4 5g, 16.4 mmol) and Et3N (7 mL, 49.2 mmol) in EtOH (20 mL) was executed in microwave reactor at 130° C. for 2 h. The resulting mixture was concentrated under vacuum. The residue was purified by flash chromatography (silica gel, eluted by 10 to 20% ethyl acetate in DCM) to give the titled compound (6.5 g, 90% yield). MS (ESI) m/z: Calc. 440.1 (M+). Found: 442.1 (M++2).

후처리

  1. concentrationThe resulting mixture was concentrated under vacuum
  2. customThe residue was purified by flash chromatography (silica gel, eluted by 10 to 20% ethyl acetate in DCM)

출처 및 근거

ORD 기록
ord-ee59c58ea6254499a0476bfd7c8e61bb
출처 데이터셋
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08334292B1

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