1,2-Dimethoxyethane → HCID 68695049, 화합물

HRID 1170246노트

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HRID 1170246 반응식
[OH:1][CH2:2][CH2:3][CH2:4][C:5]#[N:6].CC([O-])(C)C.[K+].COCCOC.[C:19]([O:23][C:24]([N:26]1[CH2:31][CH2:30][CH:29]([C:32]2[C:41]3[C:36](=[CH:37][C:38](F)=[CH:39][CH:40]=3)[N:35]=[CH:34][N:33]=2)[CH2:28][CH2:27]1)=[O:25])([CH3:22])([CH3:21])[CH3:20]>C(Cl)Cl.CC(C)=O>[C:19]([O:23][C:24]([N:26]1[CH2:31][CH2:30][CH:29]([C:32]2[C:41]3[C:36](=[CH:37][C:38]([O:1][CH2:2][CH2:3][CH2:4][C:5]#[N:6])=[CH:39][CH:40]=3)[N:35]=[CH:34][N:33]=2)[CH2:28][CH2:27]1)=[O:25])([CH3:22])([CH3:20])[CH3:21]

참가 물질

6

반응물 4

HCID 80711,2-DimethoxyethaneHCID 2207054-HydroxybutanenitrileHCID 23665647Potassium tert-butoxideHCID 595517364-(7-Fluoro-quinazolin-4-yl)-piperidine-1-carboxylic acid tert-butyl ester

생성물 1

HCID 68695049HCID 68695049, 화합물수율 42%

시약·촉매·용매 1

HCID 21584124Propan-2-one--dichloromethane (1/1)용매

실험 절차

A mixture of 4-hydroxybutyronitrile (24.2 mg, 285 μmol) [Organometallics (1996), 15(4), 1236-41], KOtBu (34.8 mg, 311 μmol), and DME was stirred at rt, followed by the addition of 4-(7-Fluoro-quinazolin-4-yl)-piperidine-1-carboxylic acid tert-butyl ester (48.8 mg, 147 μmol) (prepared as described in Example 12b). The resulting homogeneous solution was stirred at rt for 2 hr, and was then directly loaded onto a 5 g Jones silica cartridge pre-equilibrated with 9:1 DCM/acetone, and eluted with 9:1→8:2 DCM/acetone to afford the title intermediate (24.5 mg, 42%) as a colorless oil. LC/MS (ESI) calcd mass 396.2, found 397.1 (MH)+.

후처리

  1. stirringThe resulting homogeneous solution was stirred at rt for 2 hr
  2. washeluted with 9:1→8:2 DCM/acetone

출처 및 근거

ORD 기록
ord-e3673a930de7452897ec92fff9cd1d6a
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07825244B2

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