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Diisopropylethylamine → HCID 89401859, 화합물

HRID 1487005
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HRID 1487005 반응식
[F:1][C:2]([F:24])([F:23])[C:3]1[CH:4]=[C:5]([C:13]2[N:17]=[CH:16][N:15](/[CH:18]=[CH:19]\[C:20](O)=[O:21])[N:14]=2)[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[C:25]([O:29][C:30]([N:32]1[CH2:35][C:34]2([CH2:39][CH2:38][NH:37][CH2:36]2)[CH2:33]1)=[O:31])([CH3:28])([CH3:27])[CH3:26].C(P1(=O)OP(CCC)(=O)OP(CCC)(=O)O1)CC.CCN(C(C)C)C(C)C>C(OC(=O)C)C>[F:24][C:2]([F:1])([F:23])[C:3]1[CH:4]=[C:5]([C:13]2[N:17]=[CH:16][N:15](/[CH:18]=[CH:19]\[C:20]([N:37]3[CH2:38][CH2:39][C:34]4([CH2:35][N:32]([C:30]([O:29][C:25]([CH3:28])([CH3:26])[CH3:27])=[O:31])[CH2:33]4)[CH2:36]3)=[O:21])[N:14]=2)[CH:6]=[C:7]([C:9]([F:10])([F:11])[F:12])[CH:8]=1
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6

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HCID 81531DiisopropylethylamineHCID 111923Propylphosphonic anhydrideHCID 49757941Tert-butyl 2,6-diazaspiro[3.4]octane-2-carboxylateHCID 86703006(Z)-3-(3-(3,5-bis(trifluoromethyl)phenyl)-1H-1,2,4-triazol-1-yl)acrylic acid

생성물 1

HCID 89401859HCID 89401859, 화합물수율 43%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
-60 °C

실험 절차

(Z)-3-(3-(3,5-Bis(trifluoromethyl)phenyl)-1H-1,2,4-triazol-1-yl)acrylic acid (0.3 g, 1 eq.) dissolved in ethylacetate (20 mL) and cooled to −70° C. where tert-butyl-2,6-diazaspiro[3.4]octane-2-carboxylate (0.22 g, 1.2 eq.), T3P (50% in EtOAc) (0.61 mL, 1.2 eq.), followed by DIPEA (0.6 mL, 4 eq) were added. The clear reaction mixture was stirred at −60° C. for 1 h, concentrated under reduced pressure (25° C., 20 mm Hg) to afford the crude product, which was purified by chromatography (3-4% Methanol in DCM) to yield (Z)-tert-butyl 6-(3-(3-(3,5-bis(trifluoromethyl)phenyl)-1H-1,2,4-triazol-1-yl)acryloyl)-2,6-diazaspiro[3.4]octane-2-carboxylate (0.2 g; 43% yield).

후처리

  1. additionwere added
  2. concentrationconcentrated under reduced pressure (25° C., 20 mm Hg)
  3. customto afford the crude product, which
  4. customwas purified by chromatography (3-4% Methanol in DCM)

출처 및 근거

ORD 기록
ord-62cbd1da4890498bb705b546626ee9d2
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09428490B2

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