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2-(6-{[(Ethylamino)carbonyl]amino}pyridin-3-yl)-N-(1-methyl-1-phenylethyl)-1,3-thiazole-5-carboxamide → 2-(6-{[(Ethylamino)carbonyl]amino}pyridin-3-yl)-1,3-thiazole-5-carboxamide

HRID 2243021
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HRID 2243021 반응식
[CH2:1]([NH:3][C:4]([NH:6][C:7]1[N:12]=[CH:11][C:10]([C:13]2[S:14][C:15]([C:18]([NH:20]C(C)(C3C=CC=CC=3)C)=[O:19])=[CH:16][N:17]=2)=[CH:9][CH:8]=1)=[O:5])[CH3:2]>C(O)(C(F)(F)F)=O>[CH2:1]([NH:3][C:4]([NH:6][C:7]1[N:12]=[CH:11][C:10]([C:13]2[S:14][C:15]([C:18]([NH2:20])=[O:19])=[CH:16][N:17]=2)=[CH:9][CH:8]=1)=[O:5])[CH3:2]
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참가 물질

3

반응물 1

HCID 592084552-(6-{[(Ethylamino)carbonyl]amino}pyridin-3-yl)-N-(1-methyl-1-phenylethyl)-1,3-thiazole-5-carboxamide2회

생성물 1

HCID 592083262-(6-{[(Ethylamino)carbonyl]amino}pyridin-3-yl)-1,3-thiazole-5-carboxamide

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

2-(6-{[(Ethylamino)carbonyl]amino}pyridin-3-yl)-N-(1-methyl-1-phenylethyl)-1,3-thiazole-5-carboxamide (Intermediate 18, 53 mg, 0.129 mmol) was dissolved in TFA (1 mL) and the solution was stirred overnight. TFA was removed under reduced pressure and the crude was partitioned between aqueous sodium bicarbonate and EtOAc. The layers separated and the organic layer was washed with water and brine. During the work up process the product precipitated which was collected by filtration. Washed with water and EtOAc and dried (0.020 g). MS (ESP): 292 (M+H+) for C12H13N5O2S; NMR: 1.09 (t, 3H), 3.16-3.22 (m, 2H), 7.56 (d, 1H), 7.65 (brs, 1H), 7.83 (brs, 1H), 8.15-8.23 (m, 2H), 8.40 (s, 1H), 8.77 (s, 1H), 9.51 (s, 1H).

후처리

  1. customTFA was removed under reduced pressure
  2. customthe crude was partitioned between aqueous sodium bicarbonate and EtOAc
  3. customThe layers separated
  4. washthe organic layer was washed with water and brine
  5. customDuring the work up process the product precipitated which
  6. filtrationwas collected by filtration
  7. washWashed with water and EtOAc
  8. customdried (0.020 g)

출처 및 근거

ORD 기록
ord-9d5d3b755c6745af90f635c1c856786e
출처 데이터셋
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07674801B2

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