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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Formamide → (1S)-1-(1-{[2-cyano-4-(1,3-thiazol-4-yl)quinolin-7-yl]methyl}-1H-1,2,3-triazol-4-yl)-1-(trifluoromethyl)propyl 4-nitrobenzoate

HRID 2422545
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HRID 2422545 반응식
P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:2].[CH:15]([NH2:17])=O.[N+:18]([C:21]1[CH:58]=[CH:57][C:24]([C:25]([O:27][C@@:28]([C:35]2[N:36]=[N:37][N:38]([CH2:40][C:41]3[CH:50]=[C:49]4[C:44]([C:45]([C:53](=O)[CH2:54]Br)=[CH:46][C:47]([C:51]#[N:52])=[N:48]4)=[CH:43][CH:42]=3)[CH:39]=2)([C:31]([F:34])([F:33])[F:32])[CH2:29][CH3:30])=[O:26])=[CH:23][CH:22]=1)([O-:20])=[O:19]>O1CCOCC1.C(OCC)(=O)C>[N+:18]([C:21]1[CH:58]=[CH:57][C:24]([C:25]([O:27][C@@:28]([C:35]2[N:36]=[N:37][N:38]([CH2:40][C:41]3[CH:50]=[C:49]4[C:44]([C:45]([C:53]5[N:17]=[CH:15][S:2][CH:54]=5)=[CH:46][C:47]([C:51]#[N:52])=[N:48]4)=[CH:43][CH:42]=3)[CH:39]=2)([C:31]([F:34])([F:33])[F:32])[CH2:29][CH3:30])=[O:26])=[CH:23][CH:22]=1)([O-:20])=[O:19]
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참가 물질

6

반응물 3

HCID 713FormamideHCID 14817Phosphorus sulfide (P2S5)HCID 86621977(S)-1-(1-{[4-(bromoacetyl)-2-cyanoquinolin-7-yl]methyl}-1H-1,2,3-triazol-4-yl)-1-(trifluoromethyl)propyl 4-nitrobenzoate

생성물 1

HCID 66790904(1S)-1-(1-{[2-cyano-4-(1,3-thiazol-4-yl)quinolin-7-yl]methyl}-1H-1,2,3-triazol-4-yl)-1-(trifluoromethyl)propyl 4-nitrobenzoate

시약·촉매·용매 2

HCID 8857
Ethyl Acetate
용매
HCID 312751,4-Dioxane용매2회

실험 절차

To a solution of P4S10 (34 mg, 0.08 mmol) in dioxane (1 mL) at 0° C. was added formamide (57 mg, 1.26 mmol). The reaction mixture was warmed to room temperature for 1 h. A solution of 1-(1-{[4-(bromoacetyl)-2-cyanoquinolin-7-yl]methyl}-1H-1,2,3-triazol-4-yl)-1-(trifluoromethyl)propyl 4-nitrobenzoate (see Example 52, Step 2) (160 mg, 0.25 mmol) in dioxane (1 mL) was then added and the mixture stirred at room temperature overnight. The reaction mixture was diluted in ethyl acetate, washed with water, brine and dried over MgSO4. The crude compound was purified on silica gel (eluting solvent: 5% acetone in dichloromethane) to give the desired product. 1H NMR (acetone-d6): δ 9.35 (s, 1H), 8.80 (d, 1H), 8.55 (s, 1H), 8.40 (m, 3H), 8.30 (d, 2H), 8.22 (s, 1H), 8.05 (s, 1H), 7.75 (d, 1H), 6.05 (s, 2H), 3.05 (m, 1H), 2.85 (m, 1H), 1.15 (t, 3H).

후처리

  1. washwashed with water, brine
  2. dry with materialdried over MgSO4
  3. customThe crude compound was purified on silica gel (eluting solvent: 5% acetone in dichloromethane)

출처 및 근거

ORD 기록
ord-3671ed42f7e14ef1b3a2a7c94000399e
출처 데이터셋
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07960409B2

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