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Piperidine-1-propanol → 5-chloro-thiophene-2-carboxylic acid-N-{1-methyl-1-[3-methyl-4-(2-{3-hydroxy-prop-1-yl}-piperidin-1-yl-carbonyl)-phenylcarbamoyl]-ethyl}-amide

HRID 15108
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HRID 15108 반응식
[Cl:1][C:2]1[S:6][C:5]([C:7]([NH:9][C:10]([CH3:25])([CH3:24])[C:11]([NH:13][C:14]2[CH:22]=[CH:21][C:17]([C:18]([OH:20])=O)=[C:16]([CH3:23])[CH:15]=2)=[O:12])=[O:8])=[CH:4][CH:3]=1.CCN(C(C)C)C(C)C.CN(C(ON1N=[N:50][C:45]2[CH:46]=[CH:47][CH:48]=[CH:49][C:44]1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[OH:57][CH2:58][CH2:59]CN1CCCCC1>CN(C=O)C>[CH3:25][C:10]([NH:9][C:7]([C:5]1[S:6][C:2]([Cl:1])=[CH:3][CH:4]=1)=[O:8])([C:11](=[O:12])[NH:13][C:14]1[CH:22]=[CH:21][C:17]([C:18]([N:50]2[CH2:45][CH2:46][CH2:47][CH2:48][CH:49]2[CH2:44][CH2:59][CH2:58][OH:57])=[O:20])=[C:16]([CH3:23])[CH:15]=1)[CH3:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 66032Piperidine-1-propanolHCID 81531Diisopropylethylamine2회HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 686377704-{2-[(5-Chloro-thiophene-2-carbonyl)-amino]-2-methyl-propionylamino}-2-methyl-benzoic acid

생성물 1

HCID 58774361
5-chloro-thiophene-2-carboxylic acid-N-{1-methyl-1-[3-methyl-4-(2-{3-hydroxy-prop-1-yl}-piperidin-1-yl-carbonyl)-phenylcarbamoyl]-ethyl}-amide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

200 μl of a 0.05 molar solution of 4-{2-[(5-chloro-thiophene-2-carbonyl)-amino]-2-methyl-propionylamino}-2-methyl-benzoic acid, which additionally contains 0.05 mol/l DIPEA, in DMF are combined with 100 μl of a 0.1-molar solution of TBTU in DMF on a microtitre plate and mixed for 10 mins on a shaker. Then 200 μl of a 0,05-molar solution of (3-hydroxy-prop-1-yl)-piperidine, which additionally contains 0.05 mol/l DIPEA, are pipetted in and again mixed in by shaking. After 16 h at ambient temperature the mixture is filtered through basic aluminium oxide and washed with DMF/methanol=9:1. Then it is evaporated down i. vac.

후처리

  1. additionmixed for 10 mins on a shaker
  2. additionagain mixed in
  3. filtrationAfter 16 h at ambient temperature the mixture is filtered through basic aluminium oxide
  4. washwashed with DMF/methanol=9:1
  5. customThen it is evaporated down i

출처 및 근거

ORD 기록
ord-1df2cfb453494b1a936f45aad2419613
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07732466B2

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