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Potassium Carbonate → (S)-2-Acetylamino-oxazole-4-carboxylic acid (1-{4-[4-(4-ethoxy-phenyl)-piperidin-1-yl]-phenyl}-ethyl)-amide

HRID 1617325
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HRID 1617325 반응식
[C:1]([NH:4][C:5]1[O:6][CH:7]=[C:8]([C:10]([OH:12])=O)[N:9]=1)(=[O:3])[CH3:2].Cl.[CH2:14]([O:16][C:17]1[CH:22]=[CH:21][C:20]([CH:23]2[CH2:28][CH2:27][N:26]([C:29]3[CH:34]=[CH:33][C:32]([C@@H:35]([NH2:37])[CH3:36])=[CH:31][CH:30]=3)[CH2:25][CH2:24]2)=[CH:19][CH:18]=1)[CH3:15].CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH2:14]([O:16][C:17]1[CH:18]=[CH:19][C:20]([CH:23]2[CH2:24][CH2:25][N:26]([C:29]3[CH:30]=[CH:31][C:32]([C@@H:35]([NH:37][C:10]([C:8]4[N:9]=[C:5]([NH:4][C:1](=[O:3])[CH3:2])[O:6][CH:7]=4)=[O:12])[CH3:36])=[CH:33][CH:34]=3)[CH2:27][CH2:28]2)=[CH:21][CH:22]=1)[CH3:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 11430Potassium CarbonateHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 840118932-Acetamidooxazole-4-carboxylic acidHCID 86688559(S)-1-{4-[4-(4-ethoxy-phenyl)-piperidin-1-yl]-phenyl}-ethylamine hydrochloride

생성물 1

HCID 71617629
(S)-2-Acetylamino-oxazole-4-carboxylic acid (1-{4-[4-(4-ethoxy-phenyl)-piperidin-1-yl]-phenyl}-ethyl)-amide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a mixture of 2.0 mg (0.012 mmol) 2-acetylamino-oxazole-4-carboxylic acid, 3.6 mg (S)-1-{4-[4-(4-ethoxy-phenyl)-piperidin-1-yl]-phenyl}-ethylamine hydrochloride (XII.1) and 3.54 (0.02 mmol) DIPEA in 0.27 mL DMF are added 3.9 mg (0.012 mmol) TBTU. The mixture is shaken at rt for 12 h. 25 μl K2CO3 solution (3 M) is added, the mixture is filtered through basic alumina, washed with DMF/MeOH (9:1) and concentrated to yield the desired product.

후처리

  1. filtrationthe mixture is filtered through basic alumina
  2. washwashed with DMF/MeOH (9:1)
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-ba72a864b84b43a4998dcd36e9970d72
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08765959B2

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