Triethylamine → N-(2-aminopyrimidin-5-yl)-2-methyl-5-nitrobenzamide

HRID 2355072

反応式

HRID 2355072 の反応式
[CH3:1][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=O.[N:14]1[CH:19]=[C:18]([NH2:20])[CH:17]=[N:16][C:15]=1[NH2:21].CCN(CC)CC>O=S(Cl)Cl>[NH2:21][C:15]1[N:16]=[CH:17][C:18]([NH:20][C:4](=[O:6])[C:3]2[CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[CH:9]=[CH:10][C:2]=2[CH3:1])=[CH:19][N:14]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 229075Pyrimidine-2,5-diamineHCID 5196832-Methyl-5-nitrobenzoic acid

生成物 1

HCID 16118604N-(2-aminopyrimidin-5-yl)-2-methyl-5-nitrobenzamide

試薬・触媒・溶媒 1

HCID 24386Thionyl Chloride溶媒

実験手順

2-methyl-5-nitrobenzoic acid (659 mg, 3.64 mmol) was heated to reflux in SOCl2 (6 mL) for 1 h. After cooling to room temperature and concentrating to dryness, the crude acid chloride was taken up in CH2Cl2 (25 mL). Pyrimidine-2,5-diamine 7 (400 mg, 3.64 mmol) was added to the solution and the mixture was allowed to stir at rt over night. The mixture became a thick white suspension. NEt3 (700 □L, 4.73 mmol) was added. After 2 h, a thick-white suspension remained. The mixture was filtered through a Buchner funnel and washed with copious amounts of CH2Cl2 to remove NEt3HCl salt, affording N-(2-aminopyrimidin-5-yl)-2-methyl-5-nitrobenzamide 8 as an off-white solid.

後処理

  1. concentrationconcentrating to dryness
  2. filtrationThe mixture was filtered through a Buchner funnel
  3. washwashed with copious amounts of CH2Cl2
  4. customto remove NEt3HCl salt

出典と根拠

ORDレコード
ord-ee83b56ae6cb45978238754527a7527c
出典データセット
uspto-grants-2010_07
特許番号
US07754717B2

関連ノート

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