Triethylamine → HCID 45376105、化合物

HRID 421401

反応式

HRID 421401 の反応式
[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

参加物

8

反応物 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

生成物 1

HCID 45376105HCID 45376105、化合物収率 73.4%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 21226129Dichloromethane methanol溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-6ce669aca9f34930a161f9a7356319f8
出典データセット
uspto-grants-2012_01
特許番号
US08097622B2

関連ノート

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