Triphenylphosphine → C-[5-Chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridin-3-yl]-methylamine

HRID 1959575ノート

反応式

HRID 1959575 の反応式
[N:1]([CH2:4][C:5]1[CH:6]=[N:7][CH:8]=[C:9]([Cl:19])[C:10]=1[CH2:11][O:12][CH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][O:14]1)=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1.O>[Cl:19][C:9]1[C:10]([CH2:11][O:12][CH:13]2[CH2:18][CH2:17][CH2:16][CH2:15][O:14]2)=[C:5]([CH2:4][NH2:1])[CH:6]=[N:7][CH:8]=1

参加物

5

反応物 2

HCID 11776TriphenylphosphineHCID 441904763-Azidomethyl-5-chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridine

生成物 1

HCID 67077948C-[5-Chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridin-3-yl]-methylamine

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 3-azidomethyl-5-chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridine (0.46 g, 1.6 mmol) and triphenylphosphine (0.43 g, 1.6 mmol) in THF (15 mL) and H2O (0.15 mL) was stirred at RT overnight. Solvents were concentrated in vacuo and the residue was partitioned between DCM (10 mL) and saturated NaHCO3 solution (10 mL). After extraction of the aqueous layer with DCM (2×10 mL) the combined organic layers were dried over Na2SO4, filtered, and concentrated in vacuo. The resulting title compound was used for the next reaction without purification. MS (m/z): 256.8 [M+H+].

後処理

  1. concentrationSolvents were concentrated in vacuo
  2. customthe residue was partitioned between DCM (10 mL) and saturated NaHCO3 solution (10 mL)
  3. extractionAfter extraction of the aqueous layer with DCM (2×10 mL) the combined organic layers
  4. dry with materialwere dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe resulting title compound was used for the next reaction without purification

出典と根拠

ORDレコード
ord-5b93abd7fa964f58b5c13267956e6279
出典データセット
uspto-grants-2013_04
特許番号
US08410134B2

反応ノート

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