Triethylamine → HCID 178477280, 화합물

HRID 724333노트

반응식

HRID 724333 반응식
[CH2:1]([S:3][C:4]1[CH:5]=[C:6]([CH:18]=[CH:19][CH:20]=1)[O:7][C:8]1[N:16]=[CH:15][C:14]([F:17])=[CH:13][C:9]=1[C:10]([OH:12])=O)[CH3:2].Cl.[NH2:22][CH:23]1[CH2:28][CH2:27][CH:26]([NH:29][C:30](=[O:36])[C:31]([CH3:35])([CH3:34])[CH2:32][OH:33])[CH2:25][CH2:24]1.C(N(CC)CC)C.Cl.CN(C)CCCN=C=NCC.ON1C2C=CC=CC=2N=N1>CN(C)C=O>[CH2:1]([S:3][C:4]1[CH:5]=[C:6]([CH:18]=[CH:19][CH:20]=1)[O:7][C:8]1[N:16]=[CH:15][C:14]([F:17])=[CH:13][C:9]=1[C:10]([NH:22][C@H:23]1[CH2:24][CH2:25][C@H:26]([NH:29][C:30](=[O:36])[C:31]([CH3:34])([CH3:35])[CH2:32][OH:33])[CH2:27][CH2:28]1)=[O:12])[CH3:2]

참가 물질

7

반응물 5

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 21877127N-(4-amino-cyclohexyl)-3-hydroxy-2,2-dimethyl-propionamide hydrochlorideHCID 218771352-[3-(Ethylsulfanyl)phenoxy]-5-fluoronicotinic acid

생성물 1

HCID 178477280HCID 178477280, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

2-(3-Ethylsulfanyl-phenoxy)-5-fluoro-nicotinic acid (150 mg, 0.51 mmol) was added to a solution of N-(4-amino-cyclohexyl)-3-hydroxy-2,2-dimethyl-propionamide hydrochloride (80:20 cis:trans, 135 mg, 0.54 mmol) and triethylamine (0.21 ml, 1.5 mmol) in dimethylformamide (3 ml) under nitrogen at room temperature. 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (108 mg, 0.56 mmol) followed by 1-hydroxybenzotriazole (76 mg, 0.56 mmol) were then added and the reaction was stirred at room temperature for 20 h. The mixture was concentrated under reduced pressure, partitioned between ethyl acetate (20 ml) and water (20 ml) and the organic phase was removed, dried over MgSO4 and concentrated under reduced pressure. The residue was purified by flash column chromatography on a silica gel eluting with a solvent gradient of dichloromethane:methanol (95:5) and the product was purified by preparative HPLC to give two products.

후처리

  1. additionwere then added
  2. concentrationThe mixture was concentrated under reduced pressure
  3. custompartitioned between ethyl acetate (20 ml) and water (20 ml)
  4. customthe organic phase was removed
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by flash column chromatography on a silica gel eluting with a solvent gradient of dichloromethane:methanol (95:5)
  8. customthe product was purified by preparative HPLC
  9. customto give two products

출처 및 근거

ORD 기록
ord-6bf41a25e3d7400ea611bc57bfaeceee
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07141586B2

반응 노트

불러오는 중…