Hydrochloric Acid → HCID 23456812、化合物

HRID 1874952ノート

反応式

HRID 1874952 の反応式
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

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 86761647HCID 86761647、化合物

生成物 1

HCID 23456812HCID 23456812、化合物収率 107%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-9b701ef67a574488ad52ec40b06e884a
出典データセット
uspto-grants-2012_11
特許番号
US08304419B2

反応ノート

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