Guanidine Hydrochloride → HCID 178508871、化合物

HRID 2059760ノート

反応式

HRID 2059760 の反応式
Cl.[NH2:2][C:3]([NH2:5])=[NH:4].O=[C:7]1[CH:18]([C:19](OC)=[O:20])[CH2:17][CH2:16][CH2:15][CH2:14][C:8]21[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[NH2:4][C:3]1[N:5]=[C:19]([OH:20])[C:18]2[CH2:17][CH2:16][CH2:15][CH2:14][C:8]3([CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]3)[C:7]=2[N:2]=1

参加物

5

反応物 3

HCID 5742Guanidine HydrochlorideHCID 11430Potassium CarbonateHCID 57429461Methyl 7-oxospiro[5.6]dodecane-8-carboxylate

生成物 1

HCID 178508871HCID 178508871、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

A mixture of guanidine hydrochloride (430 mg, 4.5 mmol), the product from Example 16B (430 mg, 1.8 mmol), and potassium carbonate (623 mg, 4.5 mmol) in DMF (8 mL) was heated at 100° C. for 16 hours. Then, the temperature was raised to 120° C. for 2 hours. The mixture was cooled to ambient temperature and filtered through a layer of diatomaceous earth, then the filter pad was washed with a small amount of DMF. The filtrate was concentrated under reduced pressure, and the residue was chromatographed on silica gel (10:45:45 MeOH/CH2Cl2/EtOAc, eluant) to provide the title compound as a white solid. 1H NMR (300 MHz, DMSO-d6) ppm 10.62 (s, 1 H), 6.04 (s, 2 H), 2.57-2.64 (m, 2 H), 1.93-2.05 (m, 2 H), 1.60-1.71 (m, 4 H), 1.35-1.57 (m, 9 H), 1.15-1.28 (m, 1 H). MS (DCI+) m/z 248 (M+H).

後処理

  1. temperatureThe mixture was cooled to ambient temperature
  2. filtrationfiltered through a layer of diatomaceous earth
  3. washthe filter pad was washed with a small amount of DMF
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customthe residue was chromatographed on silica gel (10:45:45 MeOH/CH2Cl2/EtOAc, eluant)

出典と根拠

ORDレコード
ord-20a112029c3144edba1b63335cd378cf
出典データセット
uspto-grants-2012_10
特許番号
US08278313B2

反応ノート

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