Triethylamine → HCID 178480127, 화합물

HRID 1480834노트

반응식

HRID 1480834 반응식
CCN(CC)CC.C([SiH](CC)CC)C.C([O:22][C:23]1[CH:32]=[C:31]2[C:26]([CH:27]=[CH:28][N:29]=[C:30]2[C:33]2[CH:34]=[N:35][N:36]([CH3:38])[CH:37]=2)=[CH:25][N:24]=1)C1C=CC=CC=1>C(Cl)Cl.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH3:38][N:36]1[CH:37]=[C:33]([C:30]2[N:29]=[CH:28][CH:27]=[C:26]3[C:31]=2[CH:32]=[C:23]([OH:22])[N:24]=[CH:25]3)[CH:34]=[N:35]1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 12052TriethylsilaneHCID 89996289HCID 89996289, 화합물

생성물 1

HCID 178480127HCID 178480127, 화합물수율 15.2%

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 6344Dichloromethane용매2회

실험 절차

A solution of Pd(OAc)2 (4 mg, 0.019 mmol), Et3N (7.5 uL, 0.053 mmol), triethylsilane (0.085 mL, 0.531 mmol) in DCM (8 mL) was stirred at room temperature for 10 minutes. A solution of 7-(benzyloxy)-1-(1-methyl-1H-pyrazol-4-yl)-2,6-naphthyridine (Preparation 88, 120 mg, 0.379 mmol) in DCM (1 mL) was added. The reaction mixture was stirred at room temperature for 18 hours. The reaction mixture was quenched with aqueous saturated ammonium chloride (20 mL) and extracted with ether (2×30 mL). The combined organic layers were dried (MgSO4) and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with 0-10% MeOH in DCM to give the title compound (13 mg, 15%).

후처리

  1. customThe reaction mixture was quenched with aqueous saturated ammonium chloride (20 mL)
  2. extractionextracted with ether (2×30 mL)
  3. dry with materialThe combined organic layers were dried (MgSO4)
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by silica gel column chromatography
  6. washeluting with 0-10% MeOH in DCM

출처 및 근거

ORD 기록
ord-06d6112a0278425d8e55e79f9be1c8b8
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09409907B2

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