Guanidine Hydrochloride → HCID 178508871, 화합물

HRID 2059760

반응식

HRID 2059760 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 178508871HCID 178508871, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
120 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-20a112029c3144edba1b63335cd378cf
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08278313B2

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