2-Aminopyridine-3-carboxamide → HCID 136127017, 화합물

HRID 2100535

반응식

HRID 2100535 반응식
[NH2:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].CO[C:13](=O)[CH2:14][O:15][CH2:16][CH2:17][C:18]1[CH:19]=[C:20]([CH3:24])[CH:21]=[CH:22][CH:23]=1.[Li+].C[Si]([N-][Si](C)(C)C)(C)C>C1COCC1>[C:20]1([CH3:24])[CH:21]=[CH:22][CH:23]=[C:18]([CH2:17][CH2:16][O:15][CH2:14][C:13]2[NH:6][C:4](=[O:5])[C:3]3[CH:7]=[CH:8][CH:9]=[N:10][C:2]=3[N:1]=2)[CH:19]=1

참가 물질

5

반응물 3

HCID 5066232-Aminopyridine-3-carboxamideHCID 2733832Lithium HexamethyldisilazideHCID 67099145(2-m-Tolyl-ethoxy)-acetic acid methyl ester

생성물 1

HCID 136127017HCID 136127017, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

In analogy to example 91.3, 2-amino-nicotinamide and (2-m-tolyl-ethoxy)-acetic acid methyl ester (prepared from 2-m-tolyl-ethanol [1875-89-4] in analogy to example 91.1-91.2) reacted in the presence of LiHMDS in THF to yield after purification of the crude product with column chromatography (silica gel, EtOAc) and crystallization from EtOAc/heptane 2-(2-m-tolyl-ethoxymethyl)-3H-pyrido[2,3-d]pyrimidin-4-one as white solid. MS (m/e): 296.4 [M+H+].

후처리

  1. customto yield
  2. customafter purification of the crude product
  3. customwith column chromatography (silica gel, EtOAc) and crystallization from EtOAc/heptane 2-(2-m-tolyl-ethoxymethyl)-3H-pyrido[2,3-d]pyrimidin-4-one as white solid

출처 및 근거

ORD 기록
ord-a84520a329a5472bb330af52d0a1ca7b
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07572801B2

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