Hydrochloric Acid → (2R)-2-amino-4-methyl-N-[2-oxo-8-(2-oxopyrrolidin-1-yl)-1-(thiophen-3-ylmethyl)-1,2,3,4-tetrahydroquinolin-3-yl]pentanamide

HRID 2070144ノート

反応式

HRID 2070144 の反応式
[CH3:1][CH:2]([CH3:39])[CH2:3][C@@H:4]([NH:31]C(=O)OC(C)(C)C)[C:5](=[O:30])[NH:6][CH:7]1[CH2:16][C:15]2[C:10](=[C:11]([N:17]3[CH2:21][CH2:20][CH2:19][C:18]3=[O:22])[CH:12]=[CH:13][CH:14]=2)[N:9]([CH2:23][C:24]2[CH:28]=[CH:27][S:26][CH:25]=2)[C:8]1=[O:29].Cl.C(=O)(O)[O-].[Na+]>C(O)C>[NH2:31][C@H:4]([CH2:3][CH:2]([CH3:39])[CH3:1])[C:5]([NH:6][CH:7]1[CH2:16][C:15]2[C:10](=[C:11]([N:17]3[CH2:21][CH2:20][CH2:19][C:18]3=[O:22])[CH:12]=[CH:13][CH:14]=2)[N:9]([CH2:23][C:24]2[CH:28]=[CH:27][S:26][CH:25]=2)[C:8]1=[O:29])=[O:30]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 59620371HCID 59620371、化合物

生成物 1

HCID 44193593(2R)-2-amino-4-methyl-N-[2-oxo-8-(2-oxopyrrolidin-1-yl)-1-(thiophen-3-ylmethyl)-1,2,3,4-tetrahydroquinolin-3-yl]pentanamide

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
50 °C

実験手順

tert-Butyl (2R)-4-methyl-1-oxo-1-[2-oxo-8-(2-oxopyrrolidin-1-yl)-1-(thiophen-3-ylmethyl)-1,2,3,4-tetrahydroquinolin-3-ylamino]pentan-2-ylcarbamate (588 mg) was dissolved in ethanol (2.9 mL), and concentrated hydrochloric acid (1.2 mL) was added thereto. The mixture was heated at 50° C. while being stirred for 30 minutes. The resultant mixture was neutralized with saturated sodium bicarbonate solution under cooling on ice. Subsequently, the mixture was extracted with ethyl acetate, and the aqueous layer was further extracted with ethyl acetate. The organic layers were combined, and the combined organic layer was washed with saturated sodium chloride solution, followed by drying over sodium sulfate. The solvent was evaporated under reduced pressure, whereby the title compound (416 mg) was yielded.

後処理

  1. temperatureunder cooling on ice
  2. extractionSubsequently, the mixture was extracted with ethyl acetate
  3. extractionthe aqueous layer was further extracted with ethyl acetate
  4. washthe combined organic layer was washed with saturated sodium chloride solution
  5. dry with materialby drying over sodium sulfate
  6. customThe solvent was evaporated under reduced pressure, whereby the title compound (416 mg)
  7. customwas yielded

出典と根拠

ORDレコード
ord-77f65a9a379b4418bec0b70a09f6325f
出典データセット
uspto-grants-2012_10
特許番号
US08299255B2

反応ノート

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