Methyl 4-(bromomethyl)-3-methoxybenzoate → HCID 178497911、化合物

HRID 1080787ノート

反応式

HRID 1080787 の反応式
[N+:1]([C:4]1[CH:12]=[C:11]2[C:7]([C:8]([OH:13])=[N:9][NH:10]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[Na].Br[CH2:16][C:17]1[CH:26]=[CH:25][C:20]([C:21]([O:23][CH3:24])=[O:22])=[CH:19][C:18]=1[O:27][CH3:28]>CO.CN(C)C=O.C(OCC)(=O)C>[OH:13][C:8]1[C:7]2[C:11](=[CH:12][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[N:10]([CH2:16][C:17]2[CH:26]=[CH:25][C:20]([C:21]([O:23][CH3:24])=[O:22])=[CH:19][C:18]=2[O:27][CH3:28])[N:9]=1

参加物

7

反応物 3

HCID 2759828Methyl 4-(bromomethyl)-3-methoxybenzoateHCID 5360545SodiumHCID 178526464HCID 178526464、化合物

生成物 1

HCID 178497911HCID 178497911、化合物収率 38.5%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒2 回HCID 6228Dimethylformamide溶媒2 回HCID 8857Ethyl Acetate溶媒

反応条件

温度
50 °C

実験手順

6-Nitroindazolol (0.206 g.) was added to a solution of sodium (0.026 g.) in methanol (1.5 ml.), and the mixture heated at 50° C. for 10 minutes. A solution of methyl 4-bromomethyl-3-methoxybenzoate (B) (0.327 g.) in methanol (3.75 ml.) and N,N-dimethylformamide (DMF) (1.25 ml.) was added, and the mixture was refluxed for 18 hours. The cooled mixture was diluted with ethyl acetate and DMF, and washed with water and brine, then dried (MgSO4) and evaporated. The residue was triturated with 1:1 v/v ethyl acetate:ether to give methyl 4-[3-hydroxy-6-nitroindazol-1-ylmethyl]-3-methoxybenzoate (T) (0.158 g., 38%) as a yellow solid, m.p. 231°-235° C.

後処理

  1. temperaturethe mixture was refluxed for 18 hours
  2. washwashed with water and brine
  3. dry with materialdried (MgSO4)
  4. customevaporated
  5. customThe residue was triturated with 1:1 v/v ethyl acetate

出典と根拠

ORDレコード
ord-788d679362024c2a9f5ba02f47d4f63a
出典データセット
uspto-grants-1996_12
特許番号
US05583152

反応ノート

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