Pivaloyl chloride → Ethyl 5-(2,2-dimethylpropanoyl)-3-[(4-fluorobenzoyl)amino]-6,6-dimethyl-5,6-dihydropyrrolo[3,4-c]pyrazole-1(4H)-carboxylate

HRID 1626282ノート

反応式

HRID 1626282 の反応式
Cl.[F:2][C:3]1[CH:26]=[CH:25][C:6]([C:7]([NH:9][C:10]2[C:11]3[CH2:22][NH:21][C:20]([CH3:24])([CH3:23])[C:12]=3[N:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:14]=2)=[O:8])=[CH:5][CH:4]=1.C(N(CC)C(C)C)(C)C.[C:36](Cl)(=[O:41])[C:37]([CH3:40])([CH3:39])[CH3:38].CCOC(C)=O.CCCCCC>ClCCl>[CH3:38][C:37]([CH3:40])([CH3:39])[C:36]([N:21]1[CH2:22][C:11]2[C:10]([NH:9][C:7](=[O:8])[C:6]3[CH:5]=[CH:4][C:3]([F:2])=[CH:26][CH:25]=3)=[N:14][N:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:12]=2[C:20]1([CH3:23])[CH3:24])=[O:41]

参加物

6

反応物 4

HCID 62493Pivaloyl chlorideHCID 81531DiisopropylethylamineHCID 21226206Ethyl acetate hexaneHCID 68649268Ethyl 3-[(4-fluorobenzoyl)amino]-6,6-dimethyl-5,6-dihydropyrrolo[3,4-c]pyrazole-1(4H)-carboxylate hydrochloride

生成物 1

HCID 68649346Ethyl 5-(2,2-dimethylpropanoyl)-3-[(4-fluorobenzoyl)amino]-6,6-dimethyl-5,6-dihydropyrrolo[3,4-c]pyrazole-1(4H)-carboxylate収率 82%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Ethyl 3-[(4-fluorobenzoyl)amino]-6,6-dimethyl-5,6-dihydropyrrolo[3,4-c]pyrazole-1(4H)-carboxylate hydrochloride (2.0 g, 5.77 mmol) in dichloromethane (70 ml) was treated, at 0° C., with N,N-diisopropylethylamine (1.6 ml, 9.2 mmol, 1.6 eq) and with pivaloyl chloride (780 μL, 6.3 mmol, 1.1 eq). Gradually, the reaction was brought to room temperature and stirred overnight (TLC: CH2Cl2/EtOAc 90/10). The solution was washed with saturated sodium hydrogencarbonate aqueous solution and brine. The organic phase was dried over sodium sulfate, evaporated and purified by flash chromatography (eluent: CH2Cl2/EtOAc 90/10) to afford 2.03 g of the title compound in 82% yield.

後処理

  1. customwas brought to room temperature
  2. washThe solution was washed with saturated sodium hydrogencarbonate aqueous solution and brine
  3. dry with materialThe organic phase was dried over sodium sulfate
  4. customevaporated
  5. custompurified by flash chromatography (eluent: CH2Cl2/EtOAc 90/10)

出典と根拠

ORDレコード
ord-93a0f1d9c5c845c0b909630700db0582
出典データセット
uspto-grants-2014_07
特許番号
US08785448B2

反応ノート

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