Trifluoroacetic acid → 5-(4,4-Difluorooctahydro-4aH-cyclopropa[3,4]cyclopenta[1,2-c]pyrrol-4a-yl)-1-(2,2-dimethylpropyl)-3-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

HRID 629902ノート

反応式

HRID 629902 の反応式
[CH3:1][C:2]([CH3:34])([CH3:33])[CH2:3][N:4]1[C:12]2[C:7](=[N:8][C:9]([C:13]34[C:28]([F:30])([F:29])[CH:14]3[CH:15]3[CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][CH:16]3[CH2:27]4)=[CH:10][CH:11]=2)[N:6]([CH3:31])[C:5]1=[O:32].FC(F)(F)C(O)=O>ClCCl>[F:30][C:28]1([F:29])[C:13]2([C:9]3[N:8]=[C:7]4[N:6]([CH3:31])[C:5](=[O:32])[N:4]([CH2:3][C:2]([CH3:34])([CH3:1])[CH3:33])[C:12]4=[CH:11][CH:10]=3)[CH2:27][CH:16]3[CH:15]([CH:14]12)[CH2:19][NH:18][CH2:17]3

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 71136671tert-butyl 4a-[1-(2,2-dimethylpropyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo-[4,5-b]pyridin-5-yl]-4,4-difluorooctahydro-2H-cyclopropa[3,4]cyclopenta[1,2-c]pyrrole-2-carboxylate

生成物 1

HCID 711366875-(4,4-Difluorooctahydro-4aH-cyclopropa[3,4]cyclopenta[1,2-c]pyrrol-4a-yl)-1-(2,2-dimethylpropyl)-3-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

tert-butyl 4a-[1-(2,2-dimethylpropyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo-[4,5-b]pyridin-5-yl]-4,4-difluorooctahydro-2H-cyclopropa[3,4]cyclopenta[1,2-c]pyrrole-2-carboxylate (30-2, 100 mg, 0.21 mmol) was added to a mixture of dichloromethane (2.0 mL) and trifluoroacetic acid (0.5 mL) at room temperature. After stirring for 18 h, the solvent was removed in vacuo. The resulting residue was then diluted with ethyl acetate (100 mL) and washed sequentially with saturated sodium bicarbonate (2×50 mL), water (1×50 mL) and brine (1×50 mL). The organics were dried over magnesium sulfate, filtered, and concentrated in vacuo to give 1-[(2,2-Difluorocyclopropyl)methyl]-5-(1,2,3,3a,4,6a-hexahydrocyclopenta-[c]pyrrol-5-yl)-3-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (30-3) as a white solid. This material was carried on without further purification.

後処理

  1. customthe solvent was removed in vacuo
  2. additionThe resulting residue was then diluted with ethyl acetate (100 mL)
  3. washwashed sequentially with saturated sodium bicarbonate (2×50 mL), water (1×50 mL) and brine (1×50 mL)
  4. dry with materialThe organics were dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-0d936da22ca3479b999eb478d0b678c8
出典データセット
uspto-grants-2016_04
特許番号
US09315518B2

反応ノート

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