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1-Hydroxybenzotriazole → HCID 178483012, 화합물

HRID 1428402
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HRID 1428402 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8](=[O:10])[N:7]([CH2:11][C:12]([OH:14])=O)[C:6]=2[CH:15]=1.[Cl:16][C:17]1[CH:28]=[CH:27][C:20]2[NH:21][C:22]([CH2:24][NH:25][CH3:26])=[N:23][C:19]=2[CH:18]=1.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl>O.CN(C=O)C>[Cl:16][C:17]1[CH:28]=[CH:27][C:20]2[NH:21][C:22]([CH2:24][N:25]([CH3:26])[C:12](=[O:14])[CH2:11][N:7]3[C:6]4[CH:15]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=4[S:9][C:8]3=[O:10])=[N:23][C:19]=2[CH:18]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 131743352-(5-chloro-2-oxobenzo[d]thiazol-3(2H)-yl)acetic acidHCID 178483011HCID 178483011, 화합물

생성물 1

HCID 178483012HCID 178483012, 화합물수율 65.4%

시약·촉매·용매 2

HCID 962
Water
용매
HCID 6228Dimethylformamide용매

실험 절차

To a mixture of (5-chloro-2-oxo-1,3-benzothiazol-3(2H)-yl)acetic acid (300 mg), 1-(5-chloro-1H-benzimidazol-2-yl)-N-methylmethanamine (265 mg) and DMF (20 mL) were added TEA (687 μL), HOBt (200 mg), and WSC.HCl (283 mg), followed by stirring at room temperature overnight. To the reaction mixture was added water, followed by extraction with EtOAc. The organic layer was washed with water, a saturated aqueous NaHCO3 solution, and brine in this order, dried over Na2SO4, and then concentrated under reduced pressure. The obtained solid was washed with EtOAc to obtain N-[(5-chloro-1H-benzimidazol-2-yl)methyl]-2-(5-chloro-2-oxo-1,3-benzothiazol-3(2H)-yl)-N-methylacetamide (339 mg).

후처리

  1. extractionfollowed by extraction with EtOAc
  2. washThe organic layer was washed with water
  3. dry with materiala saturated aqueous NaHCO3 solution, and brine in this order, dried over Na2SO4
  4. concentrationconcentrated under reduced pressure
  5. washThe obtained solid was washed with EtOAc

출처 및 근거

ORD 기록
ord-98cdcb10c98c4d099a09105660929efe
출처 데이터셋
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08937087B2

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