1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 131731885, 화합물

HRID 79536노트

반응식

HRID 79536 반응식
[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]

참가 물질

7

반응물 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

생성물 1

HCID 131731885HCID 131731885, 화합물수율 213%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-8b5c5a1979c64d1da5f9468769b01d9f
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841304B2

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