Ammonium Hydroxide → 5-bromo-7-[2-(4-morpholinyl)ethyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine

HRID 1910026노트

반응식

HRID 1910026 반응식
[Br:1][C:2]1[C:10]2[C:9](Cl)=[N:8][CH:7]=[N:6][C:5]=2[N:4]([CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[CH:3]=1.[OH-].[NH4+:21]>>[Br:1][C:2]1[C:10]2[C:9]([NH2:21])=[N:8][CH:7]=[N:6][C:5]=2[N:4]([CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[CH:3]=1

참가 물질

3

반응물 2

HCID 14923Ammonium HydroxideHCID 866636825-bromo-4-chloro-7-[2-(4-morpholinyl)ethyl]-7H-pyrrolo[2,3-d]pyrimidine

생성물 1

HCID 668240265-bromo-7-[2-(4-morpholinyl)ethyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine수율 68%

반응 조건

온도
100 °C

실험 절차

To 5-bromo-4-chloro-7-[2-(4-morpholinyl)ethyl]-7H-pyrrolo[2,3-d]pyrimidine (240 mg, 0.694 mmol) in a 5 mL sealable vial was added ammonium hydroxide (1.5 mL, 38.5 mmol). The reaction vial was capped and heated at 100° C. overnight. The reaction was cooled and solid formed. The solid was isolated by filtration and the solid was washed with NH4OH. The solid was air dried to isolated the desired product 5-bromo-7-[2-(4-morpholinyl)ethyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine (154 mg, 68.0% yield) as an off white solid. LC-MS (ES) m/z=326.1 [M+H]+ 1H NMR (400 MHz, DMSO-d6) 8.10 (s, 1H), 7.47 (s, 1H), 6.69 (br. s., 2H), 4.22 (t, J=6.44 Hz, 2H), 3.52 (t, J=4.42 Hz, 4H), 2.65 (t, J=6.44 Hz, 2H), 2.41 (d, J=4.04 Hz, 4H).

후처리

  1. customThe reaction vial was capped
  2. temperatureThe reaction was cooled
  3. customsolid formed
  4. customThe solid was isolated by filtration
  5. washthe solid was washed with NH4OH
  6. customdried

출처 및 근거

ORD 기록
ord-81ef407f2fe141fba929b77d35a1668b
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598156B2

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