3-Amino-4-methoxybenzamide → HCID 86633974, 화합물

HRID 1041248노트

반응식

HRID 1041248 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 86633974HCID 86633974, 화합물수율 66.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-180297a366f04fa8867061fcae7221ad
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08552186B2

반응 노트

불러오는 중…