Cyclopropylamine → 5-Hydroxymethyl-pyridine-2-carboxylic acid cyclopropylamide

HRID 851969ノート

反応式

HRID 851969 の反応式
[OH:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]([OH:11])=O)=[N:7][CH:8]=1.[B-](F)(F)(F)F.CN(C(O[N:25]1[C:30](=O)[CH:29]=[CH:28]C=C1)=[N+](C)C)C.CCN(C(C)C)C(C)C.C1(N)CC1>CN(C=O)C>[CH:30]1([NH:25][C:9]([C:6]2[CH:5]=[CH:4][C:3]([CH2:2][OH:1])=[CH:8][N:7]=2)=[O:11])[CH2:28][CH2:29]1

参加物

6

反応物 4

HCID 69828CyclopropylamineHCID 81531DiisopropylethylamineHCID 2733204O-(2-Oxo-1(2H)-pyridyl)-N,N,N',N'-tetramethyluronium TetrafluoroborateHCID 135185635-(Hydroxymethyl)pyridine-2-carboxylic acid

生成物 1

HCID 694914535-Hydroxymethyl-pyridine-2-carboxylic acid cyclopropylamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

5-Hydroxymethyl-pyridine-2-carboxylic acid (0.23 g, 1.5 mmol) was dissolved in DMF (3 ml) and activated with TPTU (0.45 g, 1.5 mmol), Hünig's base (0.51 ml, 3.0 mmol) and reacted with cyclopropyl amine (0.12 ml, 1.65 mmol) for 1 h at r.t during which a precipitate was formed. Solvent was removed and the residue dissolved in acetonitrile/water and purified by prep.RP(C18)HPLC: 60 mg;

後処理

  1. customwas formed
  2. customSolvent was removed
  3. dissolutionthe residue dissolved in acetonitrile/water
  4. custompurified by prep.RP(C18)HPLC: 60 mg

出典と根拠

ORDレコード
ord-ecb1f1d616ea4181beade1ca658b9927
出典データセット
uspto-grants-2007_08
特許番号
US07253158B2

反応ノート

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