Sodium triacetoxyborohydride → HCID 68430759、化合物

HRID 2090244ノート

反応式

HRID 2090244 の反応式
[CH:1]([C:3]1[CH:4]=[C:5]([CH2:9][C:10]([O:12][CH3:13])=[O:11])[CH:6]=[CH:7][CH:8]=1)=O.[NH2:14][CH2:15][CH2:16][CH2:17][N:18]1[C:30]2[C:29]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[N:23]=[C:22]([NH2:31])[C:21]=2[N:20]=[C:19]1[CH2:32][O:33][CH2:34][CH3:35].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C1COCC1>[NH2:31][C:22]1[C:21]2[N:20]=[C:19]([CH2:32][O:33][CH2:34][CH3:35])[N:18]([CH2:17][CH2:16][CH2:15][NH:14][CH2:1][C:3]3[CH:4]=[C:5]([CH2:9][C:10]([O:12][CH3:13])=[O:11])[CH:6]=[CH:7][CH:8]=3)[C:30]=2[C:29]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[N:23]=1

参加物

5

反応物 3

HCID 5049666Sodium triacetoxyborohydrideHCID 11819590Methyl 2-(3-formylphenyl)acetateHCID 223444341-(3-Aminopropyl)-2-(ethoxymethyl)-1H-imidazo[4,5-c]quinolin-4-amine

生成物 1

HCID 68430759HCID 68430759、化合物収率 4.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Methyl 2-(3-formylphenyl)acetate (199 mg) was added to the product of step (iv) (334 mg) in THF (20 mL) at 25° C. under nitrogen. The resulting solution was stirred at rt for 6 h. Sodium triacetoxyborohydride (1183 mg) was added to the reaction mixture at rt under nitrogen and the mixture was stirred at rt for 15 h. The reaction mixture was quenched with water and dissolved in MeOH. The product was purified via RPHPLC, which afforded 25 mg of the desired product as a white solid.

後処理

  1. stirringthe mixture was stirred at rt for 15 h
  2. customThe reaction mixture was quenched with water
  3. dissolutiondissolved in MeOH
  4. customThe product was purified via RPHPLC, which

出典と根拠

ORDレコード
ord-fb66db14b3e14294a64d61579d88dee1
出典データセット
uspto-grants-2013_05
特許番号
US08436178B2

反応ノート

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