Triethylamine → 4-[[(5-amino-4-oxo-1H-pyridin-2-yl)methylamino]methylidene]-6-iodoisoquinoline-1,3-dione

HRID 2236823노트

반응식

HRID 2236823 반응식
[NH2:1][C:2]1[C:3]([OH:10])=[CH:4][C:5]([CH2:8][NH2:9])=[N:6][CH:7]=1.C(N(CC)CC)C.CO[CH:20]=[C:21]1[C:30]2[C:25](=[CH:26][CH:27]=[C:28]([I:31])[CH:29]=2)[C:24](=[O:32])[NH:23][C:22]1=[O:33]>CN(C)C=O>[NH2:1][C:2]1[C:3]([OH:10])=[CH:4][C:5]([CH2:8][NH:9][CH:20]=[C:21]2[C:30]3[C:25](=[CH:26][CH:27]=[C:28]([I:31])[CH:29]=3)[C:24](=[O:32])[NH:23][C:22]2=[O:33])=[N:6][CH:7]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 686910194-methoxymethylene-6-iodo-4H-isoquinoline-1,3-dioneHCID 1785102595-Amino-2-aminomethyl-pyridin-4-ol

생성물 1

HCID 1785080254-[[(5-amino-4-oxo-1H-pyridin-2-yl)methylamino]methylidene]-6-iodoisoquinoline-1,3-dione

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 5-amino-2-aminomethyl-pyridin-4-ol (60 mg, 0.19 mmole as the dihydrobromide), 3 mL of N,N-dimethylformamide and triethylamine (101 uL, 0.72 mmole) were stirred for 15 mins, 4-methoxymethylene-6-iodo-4H-isoquinoline-1,3-dione (63 mg, 0.19 mmole) is added and the reaction mixture stirred for one hour. The reaction mixture is evaporated to dryness, taken up in dimethylsulfoxide and purified by HPLC (acetonitrile-water with 0.2% trifluoroacetic acid). The product is isolated by evaporation in-vacuo to give a brown solid, 5.5 mg, (5%); MS (ES+): m/z 437.0 (M+H).

후처리

  1. stirringthe reaction mixture stirred for one hour
  2. customThe reaction mixture is evaporated to dryness
  3. custompurified by HPLC (acetonitrile-water with 0.2% trifluoroacetic acid)
  4. customThe product is isolated by evaporation in-vacuo
  5. customto give a brown solid, 5.5 mg, (5%)

출처 및 근거

ORD 기록
ord-1eb632d4d7ce43f49177dc646dd70360
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07713994B2

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