Tetrahydrofuran → 5-bromo-N-methyl-4-(thiophen-2-yl)pyrimidin-2-amine

HRID 1042741

반응식

HRID 1042741 반응식
[Br:1][C:2]1[C:3]([C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)=[N:4][C:5](Cl)=[N:6][CH:7]=1.C1COCC1.[CH2:19]([N:21](CC)CC)C.Cl.CN>O>[Br:1][C:2]1[C:3]([C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)=[N:4][C:5]([NH:21][CH3:19])=[N:6][CH:7]=1

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 6364545Methylamine hydrochlorideHCID 574288715-Bromo-2-chloro-4-(thiophen-2-yl)pyrimidine

생성물 1

HCID 684594085-bromo-N-methyl-4-(thiophen-2-yl)pyrimidin-2-amine

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
85 °C

실험 절차

A 16 by 100 mm vial was charged with 5-bromo-2-chloro-4-(thiophen-2-yl)pyrimidine (1.00 g, 3.6 mmol), THF (4 mL), triethylamine (1.5 ml, 11 mmol), and methylamine hydrochloride (0.49 g, 7.3 mmol), and water (0.4 mL). The vial was capped and heated to 85° C. with stirring for 20 hours. The reaction was cooled to room temperature and concentrated. The residue was purified via column chromatography on silica gel (gradient elution with 0 to 4% methanol in dichloromethane) to afford 5-bromo-N-methyl-4-(thiophen-2-yl)pyrimidin-2-amine. MS m/z=271 [M+H]+. Calc'd for C9H8BrN3S: 270.

후처리

  1. customThe vial was capped
  2. temperatureThe reaction was cooled to room temperature
  3. concentrationconcentrated
  4. customThe residue was purified via column chromatography on silica gel (gradient elution with 0 to 4% methanol in dichloromethane)

출처 및 근거

ORD 기록
ord-a4ca13539fe8491ea663103627391492
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08557996B2

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