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Triethylamine → N-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]-7-{2-[(cyclopropylcarbonyl)amino]phenyl}-1-benzofuran-2-carboxamide hydrochloride

HRID 2179663
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인쇄 미리보기

반응식

HRID 2179663 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:16]2[O:15][C:14]([C:17]([NH:19][C@@H:20]3[CH:25]4[CH2:26][CH2:27][N:22]([CH2:23][CH2:24]4)[CH2:21]3)=[O:18])=[CH:13][C:12]=2[CH:11]=[CH:10][CH:9]=1.[CH:28]1([C:31]([Cl:33])=[O:32])[CH2:30][CH2:29]1.C(N(CC)CC)C.C1COCC1.CN(C=O)C>O>[ClH:33].[N:22]12[CH2:23][CH2:24][CH:25]([CH2:26][CH2:27]1)[C@@H:20]([NH:19][C:17]([C:14]1[O:15][C:16]3[C:8]([C:3]4[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=4[NH:1][C:31]([CH:28]4[CH2:30][CH2:29]4)=[O:32])=[CH:9][CH:10]=[CH:11][C:12]=3[CH:13]=1)=[O:18])[CH2:21]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 21974620tetrahydrofuran N,N-dimethylformamideHCID 58485547HCID 58485547, 화합물

생성물 1

HCID 67314798N-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]-7-{2-[(cyclopropylcarbonyl)amino]phenyl}-1-benzofuran-2-carboxamide hydrochloride

시약·촉매·용매 1

HCID 962
Water
용매

실험 절차

60 mg (0.15 mmol) of 7-(2-aminophenyl)-N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-1-benzofuran-2-carboxamide (Example 132), 20 μl (0.31 mmol) of cyclopropylcarbonyl chloride and 87 μl (0.62 mmol) of triethylamine are stirred in. 2 ml of THF/DMF (1:1) at RT overnight. After addition of water, the solvent is removed under reduced pressure. Purification takes place by preparative HPLC. The product is dissolved in methanol, and an excess of 1N hydrochloric acid is added. Removal of the solvent under reduced pressure and drying under high vacuum result in 27 mg (40% of theory) of the title compound.

후처리

  1. customat RT
  2. customovernight
  3. customthe solvent is removed under reduced pressure
  4. customPurification
  5. dissolutionThe product is dissolved in methanol
  6. additionan excess of 1N hydrochloric acid is added
  7. customRemoval of the solvent under reduced pressure
  8. customdrying under high vacuum

출처 및 근거

ORD 기록
ord-69c0dd4b50134ebba88bf05fba730d7a
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09067931B2

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