3-Amino-4-methoxybenzamide → HCID 86633974、化合物

HRID 1041248ノート

反応式

HRID 1041248 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[C:5]([NH2:7])=[O:6].[Cl:13][C:14]1[N:19]=[C:18](Cl)[C:17]([Cl:21])=[CH:16][N:15]=1>O1CCCC1>[Cl:13][C:14]1[N:19]=[C:18]([NH:1][C:2]2[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=2[O:11][CH3:12])[C:5]([NH2:7])=[O:6])[C:17]([Cl:21])=[CH:16][N:15]=1

参加物

4

反応物 2

HCID 871353-Amino-4-methoxybenzamideHCID 2372592,4,5-Trichloropyrimidine

生成物 1

HCID 86633974HCID 86633974、化合物収率 66.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

3-Amino-4-methoxy-benzamide (1.00 g, 0.00602 mol) in tetrahydrofuran (40 mL) was treated with 2,4,5-trichloro-pyrimidine (0.8278 mL, 0.007221 mol), and the reaction was stirred overnight at room temperature, then for 4 hours at 50° C. The mixture was partitioned between water and dichloromethane, and the aqueous phase was extracted twice with dichloromethane. The organics were dried (MgSO4) and concentrated, and the product was isolated by chromatography (Silica, MeOH/dichloromethane 0-3%), followed by crystallization from methanol to give 3-(2,5-dichloro-pyrimidin-4-ylamino)-4-methoxy-benzamide as a white solid (1.26 g, 64%). LC/MS (ESI+): 313.04 (M+H).

後処理

  1. waitfor 4 hours at 50° C
  2. customThe mixture was partitioned between water and dichloromethane
  3. extractionthe aqueous phase was extracted twice with dichloromethane
  4. dry with materialThe organics were dried (MgSO4)
  5. concentrationconcentrated
  6. customthe product was isolated by chromatography (Silica, MeOH/dichloromethane 0-3%)
  7. customfollowed by crystallization from methanol

出典と根拠

ORDレコード
ord-180297a366f04fa8867061fcae7221ad
出典データセット
uspto-grants-2013_10
特許番号
US08552186B2

反応ノート

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