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(Diethylamino)sulfur trifluoride → HCID 67112685, 화합물

HRID 1177423
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HRID 1177423 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH2:26][N:27]2[CH2:30][C:29](O)([C:31]([O:33][CH3:34])=[O:32])[CH2:28]2)[CH:5]=[CH:6][C:7]=1[C:8]1[S:9][C:10]2[C:15]([N:16]=1)=[CH:14][CH:13]=[C:12]([C:17]1([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:19][CH2:18]1)[N:11]=2.CCN(S(F)(F)[F:42])CC>C(Cl)Cl>[F:42][C:29]1([C:31]([O:33][CH3:34])=[O:32])[CH2:28][N:27]([CH2:26][C:4]2[CH:5]=[CH:6][C:7]([C:8]3[S:9][C:10]4[C:15]([N:16]=3)=[CH:14][CH:13]=[C:12]([C:17]3([C:20]5[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=5)[CH2:19][CH2:18]3)[N:11]=4)=[C:2]([F:1])[CH:3]=2)[CH2:30]1
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HCID 123472(Diethylamino)sulfur trifluorideHCID 67111706Methyl 1-((3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)-methyl)-3-hydroxyazetidine-3-carboxylate

생성물 1

HCID 67112685HCID 67112685, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of methyl 1-((3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)methyl)-3-hydroxyazetidine-3-carboxylate (0.0334 g, 0.068 mmol) at 0° C. in anhydrous DCM was added 1.0 mL was added DAST (0.011 mL, 0.082 mmol). The reaction mixture was stirred for 10 min. at which time the reaction was quenched carefully with water and extracted with DCM. The organics were dried over magnesium sulfate and concentrate in vacuo. Purification by silica gel afford methyl 3-fluoro-1-((3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)methyl)azetidine-3-carboxylate. MS (ESI) m/z: Calculated 491.2; Observed: 492.0 (M++1).

후처리

  1. customwas quenched carefully with water
  2. extractionextracted with DCM
  3. dry with materialThe organics were dried over magnesium sulfate
  4. concentrationconcentrate in vacuo
  5. customPurification by silica gel

출처 및 근거

ORD 기록
ord-8b0189edab184f1899e432f22a42e7af
출처 데이터셋
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07842685B2

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