1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 3-(2-(5-bromo-3-phenoxypyridin-2-ylamino)thiazol-4-yl)-N-(2-oxopropyl)propanamide

HRID 911875노트

반응식

HRID 911875 반응식
[Br:1][C:2]1[CH:3]=[C:4]([O:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:5]([NH:8][C:9]2[S:10][CH:11]=[C:12]([CH2:14][CH2:15][C:16]([OH:18])=O)[N:13]=2)=[N:6][CH:7]=1.C1C=CC2N(O)N=NC=2C=1.O.CCN(C(C)C)C(C)C.CCN=C=NCCCN(C)C.Cl.[NH2:58][CH2:59][C:60](=[O:62])[CH3:61]>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([O:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:5]([NH:8][C:9]2[S:10][CH:11]=[C:12]([CH2:14][CH2:15][C:16]([NH:58][CH2:59][C:60](=[O:62])[CH3:61])=[O:18])[N:13]=2)=[N:6][CH:7]=1

참가 물질

7

반응물 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 81531DiisopropylethylamineHCID 27960291-Hydroxybenzotriazole hydrateHCID 30840252-Propanone, 1-amino-, hydrochlorideHCID 577426713-(2-(5-Bromo-3-phenoxypyridin-2-ylamino)thiazol-4-yl)propanoic acid

생성물 1

HCID 866315113-(2-(5-bromo-3-phenoxypyridin-2-ylamino)thiazol-4-yl)-N-(2-oxopropyl)propanamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
50 °C

실험 절차

A mixture of 3-(2-(5-bromo-3-phenoxypyridin-2-ylamino)thiazol-4-yl)propanoic acid (0.800 g, 1.90 mmol), HOBT-H2O (0.437 g, 2.86 mmol), DIEA (1.36 mL, 7.80 mmol), EDCI (0.547 g, 2.86 mmol), and 1-aminopropan-2-one hydrochloride (0.834 g, 7.61 mmol) in 50 mL THF was stirred at 50° C. for 2 days. The mixture was concentrated and diluted with CH2Cl2 and washed with water, dried over sodium sulfate and concentrated to a residue that was carried on to the next step without further purification.

후처리

  1. concentrationThe mixture was concentrated
  2. additiondiluted with CH2Cl2
  3. washwashed with water
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated to a residue that
  6. customwas carried on to the next step without further purification

출처 및 근거

ORD 기록
ord-355cef66f51a44aaada5b0287fe7be08
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022223B2

반응 노트

불러오는 중…