Triethylamine → HCID 178446149, Verbindung

HRID 2368599Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2368599
[CH2:1]([C:8]1[N:12]=[C:11]([CH2:13][CH2:14][C:15]([OH:17])=O)[O:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:18]([N:23]1[C:31]2[N:30]=[C:29]([C:32]([F:35])([F:34])[F:33])[NH:28][C:27]=2[C:26](=[O:36])[NH:25]/[C:24]/1=[N:37]\[NH2:38])[CH2:19][CH2:20][CH2:21][CH3:22].F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.C(N(CC)CC)C>CN(C=O)C.CCOC(C)=O>[CH2:1]([C:8]1[N:12]=[C:11]([CH2:13][CH2:14][C:15]([NH:38]/[N:37]=[C:24]2\[NH:25][C:26](=[O:36])[C:27]3[NH:28][C:29]([C:32]([F:35])([F:34])[F:33])=[N:30][C:31]=3[N:23]\2[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[O:17])[O:10][N:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

7

Edukt 4

HCID 8471TriethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 398703933-(3-Benzyl-1,2,4-oxadiazol-5-yl)propanoic acidHCID 178446162HCID 178446162, Verbindung

Produkt 1

HCID 178446149HCID 178446149, VerbindungAusbeute 98,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

The mixture of 3-(3-benzyl-1,2,4-oxadiazol-5-yl)propanoic acid (100.0 mg, 0.431 mmole), (2E)-3-pentyl-8-(trifluoromethyl)-3,7-dihydro-1H-purine-2,6-dione 2-hydrazone (144.1 mg, 0.474 mmole), BOP (209.5 mg, 0.474 mmole) and triethylamine (0.120 ml, 0.861 mmole). in DMF (4 ml) was stirred at room temperature overnight. The mixture was diluted with EtOAc (100 ml) and washed with water, then brine. The organic phase was dried over Na2SO4, filtrated and concentrated to give the desired product (220.1 mg, 98.6%) as yellowish oil. LCMS calculated for C23H26F3N8O3 (M+H): m/z=5192. Found 519.2.

Aufarbeitung

  1. washwashed with water
  2. dry with materialThe organic phase was dried over Na2SO4
  3. filtrationfiltrated
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-6b9aac5e2c1849899338ddfb903a8d2e
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08703783B2

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