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Triethylamine → 2-Methylpentane

HRID 1183027
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HRID 1183027 반응식
Cl.[NH2:2][C@@H:3]([CH2:17][CH2:18][CH3:19])[CH2:4][NH:5][C:6]([C:8]1[C:13]([NH2:14])=[N:12][C:11]([NH2:15])=[C:10]([Cl:16])[N:9]=1)=[O:7].C(N(CC)CC)C.[C:27]([O:31][C:32](=[O:59])[N:33](/[C:45](=[N:51]/[C:52]([O:54][C:55]([CH3:58])([CH3:57])[CH3:56])=[O:53])/N1C=CC=N1)[CH2:34][CH2:35][CH2:36][C:37]1[CH:42]=[CH:41][C:40]([O:43][CH3:44])=[CH:39][CH:38]=1)([CH3:30])([CH3:29])[CH3:28].CCOC(C)=O>CN(C=O)C.O>[CH3:34][CH2:35][CH2:36][CH:37]([CH3:42])[CH3:38].[NH2:14][C:13]1[C:8]([C:6](=[O:7])[NH:5][CH2:4][C@H:3]([CH2:17][CH2:18][CH3:19])[NH:2]/[C:45](=[N:51]\[C:52](=[O:53])[O:54][C:55]([CH3:58])([CH3:57])[CH3:56])/[N:33]([CH2:34][CH2:35][CH2:36][C:37]2[CH:38]=[CH:39][C:40]([O:43][CH3:44])=[CH:41][CH:42]=2)[C:32](=[O:59])[O:31][C:27]([CH3:28])([CH3:30])[CH3:29])=[N:9][C:10]([Cl:16])=[C:11]([NH2:15])[N:12]=1
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참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 866518883,5-Diamino-6-chloro-pyrazine-2-carboxylic acid ((S)-2-amino-pentyl)-amide hydrochlorideHCID 87204231tert-butyl N-[3-(4-methoxyphenyl)propyl]-N-[(Z)-N-[(2-methylpropan-2-yl)oxycarbonyl]-C-pyrazol-1-ylcarbonimidoyl]carbamate2회

생성물 2

HCID 78922-Methylpentane
HCID 178448282
HCID 178448282, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a stirred solution of 3,5-Diamino-6-chloro-pyrazine-2-carboxylic acid ((S)-2-amino-pentyl)-amide hydrochloride (Example 4) (0.2 g, 0.73 mmol) in DMF (3 mL) is added triethylamine (0.22 mL, 1.54 mmol) followed by {[(Z)-tert-Butoxycarbonylimino]-pyrazol-1-yl-methyl}-[3-(4-methoxy-phenyl)-propyl]-carbamic acid tert-butyl ester (Intermediate E) and the resulting deep yellow solution is stirred at RT for 3 days. The reaction mixture is diluted with water (50 mL) and extracted with EtOAc (100 mL). The organic phase is washed with water (50 ml), dried (MgSO4), and the solvent removed in vacuo to afford a yellow oil. Chromatography (SiO2, EtOAc:iso-hexane, gradient 0-100%) affords (S,E)-tert-butyl 1-(3,5-diamino-6-chloropyrazin-2-yl)-7-(3-(4-methoxyphenyl)propyl)-10,10-dimethyl-1,8-dioxo-4-propyl-9-oxa-2,5,7-triazaundecan-6-ylidenecarbamate as a colourless oil. [M+H]+ 663.

후처리

  1. extractionextracted with EtOAc (100 mL)
  2. washThe organic phase is washed with water (50 ml)
  3. dry with materialdried (MgSO4)
  4. customthe solvent removed in vacuo
  5. customto afford a yellow oil

출처 및 근거

ORD 기록
ord-145f8ae9c7254d80ae745ec4628b8ab5
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08664228B2

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