Hydrochloric Acid → HCID 23456812, 화합물

HRID 1874952노트

반응식

HRID 1874952 반응식
CC([Si](C)(C)[O:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][CH:18]=1)[N:15](C(OCCC(C)(C)C)=O)[C:14]([C:28]([O-:30])=[O:29])=[CH:13]2)(C)C.Cl.[C:34](O)([C:36](F)(F)F)=O>C1COCC1>[OH:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][CH:18]=1)[NH:15][C:14]([C:28]([O:30][CH2:34][CH3:36])=[O:29])=[CH:13]2

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 86761647HCID 86761647, 화합물

생성물 1

HCID 23456812HCID 23456812, 화합물수율 107%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 1-(1,1-dimethylethyl)2-ethyl 5-[(2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}ethyl)oxy]-1H-indole-1,2-dicarboxylate (0.389 g, 0.840 mmol) in THF (4 mL) was treated with 1N HCl (0.840 mL, 0.840 mmol) and the reaction mixture was stirred for several hours at room temp. TLC showed consumption of the starting material and 2 product spots. Solvents were evaporated and the residue dissolved in DCM (4 mL) and TFA (0.25 mL, 3.24 mmol) was added. TLC showed a single product spot. The solvents were evaporated to afford the title compound (0.224 g, 96%) as a grey solid. 1H NMR (400 MHz, Acetone-d6) δ ppm 10.74 (br. s., 1H), 7.41 (d, 1H), 7.32 (s, 1H), 7.12 (d, 1H), 7.06 (d, 1H), 6.94 (dd, 1H), 4.32 (q, 2H), 4.05 (t, 2H), 3.88 (t, 2H), 1.32 (t, 3H). LCMS: m/z 204.2 (M-45).

후처리

  1. customconsumption of the starting material and 2 product spots
  2. customSolvents were evaporated
  3. dissolutionthe residue dissolved in DCM (4 mL)
  4. customThe solvents were evaporated

출처 및 근거

ORD 기록
ord-9b701ef67a574488ad52ec40b06e884a
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08304419B2

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