Trifluoroacetic acid → 4-(2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazin-7-yl)morpholine

HRID 1618725노트

반응식

HRID 1618725 반응식
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:23]=[N:22][C:10]3[S:11][CH2:12][CH2:13][N:14](C(OC(C)(C)C)=O)[C:9]=3[CH:8]=2)[CH2:3][CH2:2]1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:14]1[CH2:13][CH2:12][S:11][C:10]2[N:22]=[CH:23][C:7]([N:4]3[CH2:3][CH2:2][O:1][CH2:6][CH2:5]3)=[CH:8][C:9]1=2

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 67284534tert-butyl 7-morpholino-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazine-1-carboxylate

생성물 1

HCID 672845584-(2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazin-7-yl)morpholine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of tert-butyl 7-morpholino-2,3-dihydro-1H-pyrido[2,3-b]-[1,4]thiazine-1-carboxylate (280 mg, 0.83 mmol) in DCM (2.0 mL) was added TFA (3.2 mL, 41.5 mmol). The reaction was stirred at rt for 2 h and evaporated in vacuo. The resulting residue was dissolved in DCM (40 mL) and washed with NaHCO3 (20 mL, saturated aqueous solution). The separated organic layer was dried over MgSO4, filtered and evaporated in vacuo to give 4-(2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazin-7-yl)morpholine as a white solid. 1H NMR (400 MHz, chloroform-d) δ ppm 7.62 (1H, d, J=2.5 Hz), 6.26 (1H, d, J=2.5 Hz), 3.82-3.87 (4H, m), 3.59-3.63 (2H, m), 3.13-3.17 (2H, m), 3.06-3.10 (4H, m). Mass Spectrum (ESI) m/e=238.2 (M+1).

후처리

  1. customevaporated in vacuo
  2. dissolutionThe resulting residue was dissolved in DCM (40 mL)
  3. washwashed with NaHCO3 (20 mL, saturated aqueous solution)
  4. dry with materialThe separated organic layer was dried over MgSO4
  5. filtrationfiltered
  6. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-b6c3ea7cfc7d45f3904a0fcdf1b595b7
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765940B2

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