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Glycine → HCID 135870681, 화합물

HRID 1050771
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HRID 1050771 반응식
C(O[C:4]([C:6]1[C:7]([OH:28])=[C:8]2[C:20]([C:21]3[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=3)=[N:19][S:18][C:9]2=[C:10]([C:12]#[C:13][Si](C)(C)C)[N:11]=1)=[O:5])C.[NH2:29][CH2:30][C:31]([OH:33])=[O:32].C[O-].[Na+]>>[Cl:27][C:24]1[CH:23]=[CH:22][C:21]([C:20]2[C:8]3[C:9](=[C:10]([C:12]#[CH:13])[N:11]=[C:6]([C:4]([NH:29][CH2:30][C:31]([OH:33])=[O:32])=[O:5])[C:7]=3[OH:28])[S:18][N:19]=2)=[CH:26][CH:25]=1
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참가 물질

4

반응물 3

HCID 750GlycineHCID 10942334Sodium MethoxideHCID 136344026HCID 136344026, 화합물

생성물 1

HCID 135870681HCID 135870681, 화합물수율 86.7%

실험 절차

A mixture of 3-(4-Chloro-phenyl)-4-hydroxy-7-trimethylsilanylethynyl-isothiazolo[5,4-c]pyridine-5-carboxylic acid ethyl ester (51.5 mg, 0.119 mmol), glycine (269.7 mg, 3.59 mmol) and NaOMe (5.98 mL, 2.99 mmol, 0.5 M solution in MeOH) was refluxed for 24 h before it was concentrated in vacuo. The residue was dissolved in water (50 mL). The solution was then washed with CH2Cl2 (2×20 mL) before it was acidified by addition on aqueous 1N HCl solution. The resulting precipitate was sucked off, washed with water, and dried in vacuo to give the title compound (40 mg) as white solid: MS (m/z) 388.0 (M+1).

후처리

  1. temperaturewas refluxed for 24 h before it
  2. concentrationwas concentrated in vacuo
  3. dissolutionThe residue was dissolved in water (50 mL)
  4. washThe solution was then washed with CH2Cl2 (2×20 mL) before it
  5. additionwas acidified by addition on aqueous 1N HCl solution
  6. washwashed with water
  7. customdried in vacuo

출처 및 근거

ORD 기록
ord-c1c37223922e4d849a51bdf61f67af51
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09387200B2

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