Citric Acid → HCID 67049798, 화합물

HRID 2063322노트

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HRID 2063322 반응식
[BH4-].[Li+].[C:3]([O:7][C:8]([NH:10][C:11]1[C:12]([NH:16][C:17]([C:19]2[CH:24]=[CH:23][C:22]([C:25](OC)=[O:26])=[CH:21][N:20]=2)=[O:18])=[CH:13][S:14][CH:15]=1)=[O:9])([CH3:6])([CH3:5])[CH3:4].O1CCOCC1.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>C1COCC1.O>[C:3]([O:7][C:8]([NH:10][C:11]1[C:12]([NH:16][C:17]([C:19]2[CH:24]=[CH:23][C:22]([CH2:25][OH:26])=[CH:21][N:20]=2)=[O:18])=[CH:13][S:14][CH:15]=1)=[O:9])([CH3:6])([CH3:4])[CH3:5]

참가 물질

7

반응물 4

HCID 311Citric AcidHCID 312751,4-DioxaneHCID 4148881Lithium borohydride2회HCID 67050039N-(4-t-Butoxycarbonylaminothiophen-3-yl)-5-methoxycarbonylpyridine-2-carboxylic acid amide

생성물 1

HCID 67049798HCID 67049798, 화합물수율 95%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

Under ice cooling, lithium tetrahydroborate (1.5 g, 70 mmol) was added to a mixed solution of N-(4-t-butoxycarbonylaminothiophen-3-yl)-5-methoxycarbonylpyridine-2-carboxylic acid amide (Reference Compound No. 2-1, 24 g, 64 mmol) in THF (1.3 L)-1,4-dioxane (1.3 L), and then the reaction mixture was stirred at same temperature overnight. Lithium tetrahydroborate (0.30 g, 14 mmol) was added thereto and the mixture was stirred at room temperature for 2 hours. Under ice cooling, water (0.40 L) and 10% aqueous citric acid solution (25 mL) were added thereto. The precipitates were filtered off and the filtrate was evaporated under reduced pressure. Water (0.30 L) was added thereto and the precipitates were filtered and dried under reduced pressure to give 21 g of the title reference compound as a pale yellow solid. (Yield 95%)

후처리

  1. filtrationThe precipitates were filtered off
  2. customthe filtrate was evaporated under reduced pressure
  3. additionWater (0.30 L) was added
  4. filtrationthe precipitates were filtered
  5. customdried under reduced pressure
  6. customto give 21 g of the title reference compound as a pale yellow solid

출처 및 근거

ORD 기록
ord-b0c1a09ff627463486a0536c79d92dd2
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08288380B2

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