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Isoamyl Nitrite → (1R)-1'-({1-[4-(1,3-Thiazol-4-yl)phenyl]cyclopropyl}carbonyl)-3H-spiro[2-benzofuran-1,3'-pyrrolidin]-3-one

HRID 969112
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HRID 969112 반응식
N(OCCC(C)C)=O.N[C:10]1[S:11][CH:12]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([C:21]3([C:24]([N:26]4[CH2:30][CH2:29][C@@:28]5([C:34]6[CH:35]=[CH:36][CH:37]=[CH:38][C:33]=6[C:32](=[O:39])[O:31]5)[CH2:27]4)=[O:25])[CH2:23][CH2:22]3)=[CH:17][CH:16]=2)[N:14]=1>O1CCOCC1>[S:11]1[CH:12]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([C:21]3([C:24]([N:26]4[CH2:30][CH2:29][C@@:28]5([C:34]6[CH:35]=[CH:36][CH:37]=[CH:38][C:33]=6[C:32](=[O:39])[O:31]5)[CH2:27]4)=[O:25])[CH2:23][CH2:22]3)=[CH:17][CH:16]=2)[N:14]=[CH:10]1
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참가 물질

4

반응물 2

HCID 8053Isoamyl NitriteHCID 86602278(1R)-1'-({1-[4-(2-Amino-1,3-thiazol-4-yl)phenyl]cyclopropyl}carbonyl)-3H-spiro[2-benzofuran-1,3'-pyrrolidin]-3-one

생성물 1

HCID 66662588(1R)-1'-({1-[4-(1,3-Thiazol-4-yl)phenyl]cyclopropyl}carbonyl)-3H-spiro[2-benzofuran-1,3'-pyrrolidin]-3-one

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
80 °C

실험 절차

Isoamyl nitrite (10.0 μL) was added to a solution of (1R)-1′-({1-[4-(2-amino-1,3-thiazol-4-yl)phenyl]cyclopropyl}carbonyl)-3H-spiro[2-benzofuran-1,3′-pyrrolidin]-3-one (25.0 mg, 0.06 mmol) in 1,4-dioxane (1.0 mL), and the reaction mixture was stirred at 80° C. for 2 hours. Then the solvent from the mixture was removed and the crude product was purified by prep-HPLC. LC-MS: 417.1 (M+H)+.

후처리

  1. customThen the solvent from the mixture was removed
  2. customthe crude product was purified by prep-HPLC

출처 및 근거

ORD 기록
ord-acb1f3a7819840f2a88b65df48cb7cca
출처 데이터셋
uspto-grants-2007_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07304081B2

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