Triethylamine → HCID 68494934, 화합물

HRID 446857노트

반응식

HRID 446857 반응식
[Cl:1][C:2]1[CH:27]=[C:26]([Cl:28])[CH:25]=[CH:24][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[NH:11][S:12]([C:15]1[CH:23]=[CH:22][C:18]([C:19]([OH:21])=O)=[CH:17][CH:16]=1)(=[O:14])=[O:13].C(N(CC)CC)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.Cl.[CH2:61]([O:63][C:64](=[O:67])[CH2:65][NH2:66])[CH3:62]>CN(C)C=O>[CH2:61]([O:63][C:64](=[O:67])[CH2:65][NH:66][C:19](=[O:21])[C:18]1[CH:17]=[CH:16][C:15]([S:12](=[O:13])(=[O:14])[NH:11][C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][C:3]2[CH:24]=[CH:25][C:26]([Cl:28])=[CH:27][C:2]=2[Cl:1])=[CH:23][CH:22]=1)[CH3:62]

참가 물질

6

반응물 4

HCID 8471Triethylamine2회HCID 2723640Glycine ethyl ester, hydrochlorideHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 441384964-[2-(2,4-Dichloro-phenoxy)-phenylsulfamoyl]-benzoic acid

생성물 1

HCID 68494934HCID 68494934, 화합물수율 78.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

The solution of 4-[2-(2,4-dichloro-phenoxy)-phenylsulfamoyl]-benzoic acid (8.207 g, 18.7 mmol), triethylamine (5.2 mL, 37.4 mmol) and HBTU (8.24 g, 21.7 mmol) in dry dimethyl formamide (150 mL) was stirred at room temperature for five minutes before glycine ethyl ester hydrochloride (Aldrich) (2.614 g, 18.7 mmol) was added. The pH of the reaction mixture was adjusted to 8 by the addition of triethylamine, the so obtained mixture was stirred at room temperature overnight, then concentrated in vacuo. The residue was treated with saturated sodium hydrogencarbonate solution (300 mL), the precipitated crystals were filtered off, washed with water and dried. The crude product was purified by column chromatography using Kieselgel 60 (0.040-0.063 mm) (Merck) as adsorbent, and n-hexane:ethyl acetate=2:1 as eluent to yield 7.68 g (78%) of the title compound. MS (EI) 524 (MH+).

후처리

  1. additionwas added
  2. concentrationconcentrated in vacuo
  3. additionThe residue was treated with saturated sodium hydrogencarbonate solution (300 mL)
  4. filtrationthe precipitated crystals were filtered off
  5. washwashed with water
  6. customdried
  7. customThe crude product was purified by column chromatography

출처 및 근거

ORD 기록
ord-b78892de75434998b228210878dd65b3
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481527B2

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