Water → HCID 178418729, 화합물

HRID 473994

반응식

HRID 473994 반응식
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([S:9][CH3:10])[N:3]=1.C(NC(C)C)(C)C.[NH2:18][C:19]1[CH:23]=[C:22]([CH3:24])[NH:21][N:20]=1.O>CN(C=O)C>[Cl:8][C:6]1[N:5]=[C:4]([S:9][CH3:10])[N:3]=[C:2]([NH:18][C:19]2[NH:20][N:21]=[C:22]([CH3:24])[CH:23]=2)[CH:7]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 7912DiisopropylamineHCID 805314,6-Dichloro-2-(methylthio)pyrimidineHCID 931461H-Pyrazol-3-amine, 5-methyl-

생성물 1

HCID 178418729HCID 178418729, 화합물수율 67.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
50 °C

실험 절차

To a stirred solution of 4,6-dichloro-2-(methylthio)pyrimidine (25 g, 0.128 mol) in DMF (100 ml) was added diisopropylamine (19.8 g, 0.154 mol) followed by 3-amino-5-methylpyrazole (13.7 g, 0.154 mol) portionwise over 10 minutes. The solution was heated to 50° C. for 16 hours, after which time all of the starting material had reacted (by LC/MS analysis). The mixture was cooled to ambient and poured into water (250 ml). The precipitate was filtered and the wet solid slurried in diethyl ether (300 ml). The solid was again filtered and re-slurried in methanol (100 ml). The filtered product was air dried on the sinter, then further dried under vacuum. This affords the title compound as an off-white solid (22.1 g, 66% yield). 1H NMR (d6-DMSO) δ 2.22 (3H, s, CH3), 3.31 (3H, s, CH3), 6.00-7.50 (2H, br, CH), 10.17 (1H, s, NH), 12.10 (1H, s, NH); MS ES+256.08, ES−254.25.

후처리

  1. customafter which time all of the starting material had reacted (by LC/MS analysis)
  2. temperatureThe mixture was cooled to ambient and
  3. filtrationThe precipitate was filtered
  4. filtrationThe solid was again filtered and re-slurried in methanol (100 ml)
  5. customdried on the sinter
  6. customfurther dried under vacuum

출처 및 근거

ORD 기록
ord-d250ddb18857464dbbd7e042437ef21b
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637511B2

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