HCID 1476965、化合物 → HCID 57833087、化合物

HRID 729640ノート

反応式

HRID 729640 の反応式
CN([CH:4]=[C:5]1[C:10](=O)[CH2:9][CH2:8][N:7]([CH3:12])[CH2:6]1)C.Cl.[NH2:14][C:15](=[NH:29])[N:16]1[CH2:20][CH2:19][C@@H:18]([NH:21][C:22](=[O:28])[O:23][C:24]([CH3:27])([CH3:26])[CH3:25])[CH2:17]1.C[O-].[Na+]>CO>[C:24]([O:23][C:22](=[O:28])[NH:21][C@@H:18]1[CH2:19][CH2:20][N:16]([C:15]2[N:14]=[CH:4][C:5]3[CH2:6][N:7]([CH3:12])[CH2:8][CH2:9][C:10]=3[N:29]=2)[CH2:17]1)([CH3:26])([CH3:25])[CH3:27]

参加物

5

反応物 3

HCID 1476965HCID 1476965、化合物HCID 10942334Sodium MethoxideHCID 86622701HCID 86622701、化合物

生成物 1

HCID 57833087HCID 57833087、化合物収率 58.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

3-[(Dimethylamino)methylene]-1-methylpiperidin-4-one (9.04 g, 53.7 mmol) and tert-butyl {(3R)-1-[amino(imino)methyl]pyrrolidin-3-yl}carbamate hydrochloride (14.2 g, 53.7 mmol) were dissolved in methanol (100 mL) and to this was added dropwise sodium methoxide (9.66 g of a 30% solution in methanol). The reaction mixture was refluxed for 3 hours and then cooled to room temperature. The reaction mixture was then evaporated to dryness, and the residue was treated with water (50 mL). The precipitate was separated by filtration, washed with water (25 mL) and diethyl ether (50 mL) and dried to give the title compound 10.43 g (yield 58%). LCMS (ES+) M+H 334. 1H NMR (DMSO-d6) 1.39 (s, 9H) 1.85 (m, 1H) 2.13 (m, 1H) 2.33 (s, 3H) 2.60 (m, 2H) 2.67 (m, 2H) 3.23-3.26 (m, 1H) 3.31-3.37 (m, 3H) 3.40-3.536 (m, 1H) 3.63 (m, 1H) 4.04 (br s, 1H) 7.20 (br s, 1H) 8.04 (s, 1H).

後処理

  1. temperatureThe reaction mixture was refluxed for 3 hours
  2. customThe reaction mixture was then evaporated to dryness
  3. additionthe residue was treated with water (50 mL)
  4. customThe precipitate was separated by filtration
  5. washwashed with water (25 mL) and diethyl ether (50 mL)
  6. customdried

出典と根拠

ORDレコード
ord-a379dd958560455bb00541f01fa20352
出典データセット
uspto-grants-2009_09
特許番号
US07582643B2

反応ノート

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