1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 131731885、化合物

HRID 79536ノート

反応式

HRID 79536 の反応式
[CH3:1][O:2]C1C=C(C2C(N3CCNCC3)=C3C=CNC3=NC=2)C=CC=1.[C:24]([O:28][C:29]([N:31]([CH:44]([CH3:46])[CH3:45])C[C@H](C1C=CC(Cl)=CC=1)C(O)=O)=[O:30])([CH3:27])(C)C.C1C=CC2N(O)N=NC=2C=1.O.CCN=C=NCCCN(C)C.CCN(C(C)C)C(C)C>C(Cl)Cl>[O:2]=[CH:1][CH2:27][CH2:24][O:28][C:29](=[O:30])[NH:31][CH:44]([CH3:45])[CH3:46]

参加物

7

反応物 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 81531DiisopropylethylamineHCID 27960291-Hydroxybenzotriazole hydrateHCID 59564929(2S)-3-[tert-butoxycarbonyl(isopropyl)amino]-2-(4-chlorophenyl)propanoic acidHCID 687616565-(3-Methoxyphenyl)-4-(piperazin-1-yl)-1h-pyrrolo[2,3-b]pyridine

生成物 1

HCID 131731885HCID 131731885、化合物収率 213%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

5-(3-Methoxyphenyl)-4-(piperazin-1-yl)-1H-pyrrolo[2,3-b]pyri dine (0.045 g, 0.118 mmol, see Example 8) and (S)-3-(tert-butoxycarbonyl(isopropyl)amino)-2-(4-chlorophenyl)propanoic acid (0.0424 g, 0.124 mmol, see Example H) were placed in DCM (3 mL). HOBT-H2O (0.0253 g, 0.165 mmol), EDCI (0.0294 g, 0.153 mmol), and DIEA (d 0.742; 0.103 mL, 0.590 mmol) were then added, and the reaction was stirred at room temperature for 2 hours. The reaction was then quenched with saturated Na2CO3 and extracted with DCM. The product was dried, filtered, and concentrated to give the crude product. The crude product was purified (500:5 DCM:MeOH) to yield (S)-tert-butyl 2-(4-chlorophenyl)-3-(4-(5-(3-methoxyphenyl)-1H-pyrrolo[2, 3-1)]pyridin-4-yl)piperazin-1-yl)-3-oxopropyl(isopropyl)carbamate (0.040 g, 53.6% yield).

後処理

  1. customThe reaction was then quenched with saturated Na2CO3
  2. extractionextracted with DCM
  3. customThe product was dried
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto give the crude product
  7. customThe crude product was purified (500:5 DCM:MeOH)

出典と根拠

ORDレコード
ord-8b5c5a1979c64d1da5f9468769b01d9f
出典データセット
uspto-grants-2014_09
特許番号
US08841304B2

反応ノート

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