Triethylamine → HCID 45376105, 화합물

HRID 421401

반응식

HRID 421401 반응식
[C:1]([OH:6])(=O)[C@@H:2]([CH3:4])[OH:3].O.ON1C2C=CC=CC=2N=N1.Cl.C(N=C=NCCCN(C)C)C.C(N(CC)CC)C.[CH2:37]([N:41]1[C:49]([N:50]2[CH2:55][CH2:54][NH:53][CH2:52][CH2:51]2)=[N:48][C:47]2[C:42]1=[N:43][C:44]([C:62]1[CH:63]=[N:64][C:65]([NH2:68])=[N:66][CH:67]=1)=[N:45][C:46]=2[N:56]1[CH2:61][CH2:60][O:59][CH2:58][CH2:57]1)[CH:38]([CH3:40])[CH3:39]>C(Cl)Cl.CO.CN(C)C=O>[NH2:68][C:65]1[N:64]=[CH:63][C:62]([C:44]2[N:43]=[C:42]3[C:47]([N:48]=[C:49]([N:50]4[CH2:51][CH2:52][N:53]([C:1](=[O:6])[C@H:2]([OH:3])[CH3:4])[CH2:54][CH2:55]4)[N:41]3[CH2:37][CH:38]([CH3:40])[CH3:39])=[C:46]([N:56]3[CH2:61][CH2:60][O:59][CH2:58][CH2:57]3)[N:45]=2)=[CH:67][N:66]=1

참가 물질

8

반응물 5

HCID 8471TriethylamineHCID 61503D-Lactic AcidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 593335015-(9-Isobutyl-6-morpholino-8-(piperazin-1-yl)-9H-purin-2-yl)pyrimidin-2-amine

생성물 1

HCID 45376105HCID 45376105, 화합물수율 73.4%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 21226129Dichloromethane methanol용매

실험 절차

D-Lactic acid (26.3 mg, 0.29 mmol), 1-hydroxybenzotriazole monohydrate (37.2 mg, 0.24 mmol), 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (69.8 mg, 0.36 mmol), and triethylamine (50.8 μl, 0.36 mmol) were added to an N,N-dimethylformamide suspension (2.0 ml) of 5-[9-(isobutyl)-6-morpholin-4-yl-8-piperazin-1-yl-9H-purin-2-yl]pyrimidin-2-amine (106.5 mg, 0.24 mmol) at room temperature. The resulting mixture was stirred for 4 days and then the reaction mixture was poured into methylene chloride-methanol (10:1), washed with saturated aqueous sodium hydrogen carbonate solution, and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure and the resulting residue was purified by preparative thin layer silica gel chromatography (methylene chloride:methanol=10:1) to give the title compound (89.9 mg, 73%) as a pale yellow solid.

후처리

  1. washwashed with saturated aqueous sodium hydrogen carbonate solution
  2. dry with materialdried over anhydrous sodium sulfate
  3. filtrationAfter filtration
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customthe resulting residue was purified by preparative thin layer silica gel chromatography (methylene chloride:methanol=10:1)

출처 및 근거

ORD 기록
ord-6ce669aca9f34930a161f9a7356319f8
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08097622B2

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