Acetic Acid → HCID 178518355、化合物

HRID 2236804ノート

反応式

HRID 2236804 の反応式
[I:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][C:6](=[O:13])/[C:5]/2=[CH:14]\[NH:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)=[CH:18][CH:17]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[O:42]1[CH:46]=[CH:45][CH:44]=[C:43]1[CH:47]=O.C(O)(=O)C.C(=O)(O)[O-].[Na+]>CN1CCCC1=O.C(Cl)Cl>[O:42]1[CH:46]=[CH:45][CH:44]=[C:43]1[CH2:47][N:25]1[CH2:24][CH2:23][N:22]([C:19]2[CH:18]=[CH:17][C:16]([NH:15]/[CH:14]=[C:5]3\[C:6](=[O:13])[NH:7][C:8](=[O:12])[C:9]4[C:4]\3=[CH:3][C:2]([I:1])=[CH:11][CH:10]=4)=[CH:21][CH:20]=2)[CH2:27][CH2:26]1

参加物

8

反応物 5

HCID 176Acetic AcidHCID 7362FurfuralHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 178518347HCID 178518347、化合物

生成物 1

HCID 178518355HCID 178518355、化合物収率 88.4%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

(4Z)-6-Iodo-4-{[(4-piperazin-1-ylphenyl)amino]methylene}isoquinoline-1,3(2H,4H)-dione (47.4 mg, 0.1 mmol) is dissolved in N-methylpyrrolidinone (1 mL) and methylene chloride (0.3 mL), followed by addition of sodium triacetoxyborohydride (244 mg, 1.15 mmol), furan-2-carbaldehyde (0.214 mL, 2.58 mmol) and acetic acid (0.15 mL, 2.6 mmol). After stirring at room temperature for 40 min, methylene chloride and saturated sodium bicarbonate solution were added. The organic layer is separated and dried to give 49 mg (88%) of the title compound as a yellow solid. MS (ESI) m/z 555.4 (M+H)+1.

後処理

  1. customThe organic layer is separated
  2. customdried

出典と根拠

ORDレコード
ord-443bf8d7804f498d8aa7dff386bdad37
出典データセット
uspto-grants-2010_05
特許番号
US07713994B2

反応ノート

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