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

HRID 851969노트

반응식

HRID 851969 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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;

후처리

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

출처 및 근거

ORD 기록
ord-ecb1f1d616ea4181beade1ca658b9927
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07253158B2

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