Methylamine → N,1-dimethyl-1H-indazole-3-carboxamide

HRID 225841

반응식

HRID 225841 반응식
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11]([O-:13])=O)=[N:3]1.[CH3:14][NH2:15]>CO>[CH3:14][NH:15][C:11]([C:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[N:2]([CH3:1])[N:3]=1)=[O:13]

참가 물질

4

반응물 2

HCID 6329MethylamineHCID 69218781-methyl-1H-indazolecarboxylate

생성물 1

HCID 22593809N,1-dimethyl-1H-indazole-3-carboxamide수율 89%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A suspension of methyl (1-methyl-1H-indazolecarboxylate (3.88 g, 20.4 mmole) in 40% aqueous CH3NH2 (100 mL) and MeOH (5 mL) was stirred at RT for 4 hr. During that time the suspension became a solution. The mixture was concentrated to approximately ⅓ by volume at which time the product precipitated as a pale yellow solid. The solid was collected by filtration, washed with H2O, and dried in vacuo to give the title compound (3.42 g, 89%) which was sufficiently pure for use in the next step: 1H NMR (300 MHz, CDCl3) δ 8.24 (m, 1 H), 7.47 (m, 2 H), 7.34 (m, 1 H), 6.95 (bs, 1 H), 4.19 (s, 3 H), 3.05 (d, J=12.0 Hz, 3 H).

후처리

  1. concentrationThe mixture was concentrated to approximately ⅓ by volume at which time the product
  2. customprecipitated as a pale yellow solid
  3. filtrationThe solid was collected by filtration
  4. washwashed with H2O
  5. customdried in vacuo

출처 및 근거

ORD 기록
ord-3887766c3e0645d883631e250f599cc4
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07557125B2

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