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Ammonium Hydroxide → (4-Amino-7-cyclopentyl-7h-pyrrolo[2,3-d]pyrimidin-5-yl)-(4'-dimethylamino-biphenyl-3-yl)-methanone

HRID 916771
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HRID 916771 반응식
Cl[C:2]1[C:3]2[C:10]([C:11]([C:13]3[CH:14]=[C:15]([C:19]4[CH:24]=[CH:23][C:22]([N:25]([CH3:27])[CH3:26])=[CH:21][CH:20]=4)[CH:16]=[CH:17][CH:18]=3)=[O:12])=[CH:9][N:8]([CH:28]3[CH2:32][CH2:31][CH2:30][CH2:29]3)[C:4]=2[N:5]=[CH:6][N:7]=1.[NH4+:33].[OH-]>O1CCOCC1>[NH2:33][C:2]1[C:3]2[C:10]([C:11]([C:13]3[CH:14]=[C:15]([C:19]4[CH:24]=[CH:23][C:22]([N:25]([CH3:27])[CH3:26])=[CH:21][CH:20]=4)[CH:16]=[CH:17][CH:18]=3)=[O:12])=[CH:9][N:8]([CH:28]3[CH2:32][CH2:31][CH2:30][CH2:29]3)[C:4]=2[N:5]=[CH:6][N:7]=1
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참가 물질

4

반응물 2

HCID 14923Ammonium HydroxideHCID 86760550(4-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(4'-dimethylamino-biphenyl-3-yl)methanone

생성물 1

HCID 67219507(4-Amino-7-cyclopentyl-7h-pyrrolo[2,3-d]pyrimidin-5-yl)-(4'-dimethylamino-biphenyl-3-yl)-methanone수율 74%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A solution of (4-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(4′-dimethylamino-biphenyl-3-yl)-methanone ((40 mg, 0.089 mmol) and NH4OH (2 mL) in 1,4-dioxane (2 mL) was heated to 50° C. in a sealed tube. After 12 h the reaction was concentrated under reduced pressure and purified by flash column chromatography (CH2Cl2/MeOH 95:5) to afford the title compound as a yellow solid (28 mg, 74%). MS: 426.0 (MH+); HPLC Rf: 7.38 min. (HPLC method 4).

후처리

  1. concentrationAfter 12 h the reaction was concentrated under reduced pressure
  2. custompurified by flash column chromatography (CH2Cl2/MeOH 95:5)

출처 및 근거

ORD 기록
ord-7b8020825369418eb9fa1e015b08dde9
출처 데이터셋
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07271262B2

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