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Guanidine → HCID 20729541, 화합물

HRID 852301
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HRID 852301 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][C:20]=1[F:21])[CH2:5][NH:6][C:7]([C:9]1[NH:10][CH:11]=[C:12]([C:14](=O)[CH2:15][CH3:16])[CH:13]=1)=[O:8].[CH:22](OC(C)(C)C)(N(C)C)N(C)C.[NH2:34][C:35]([NH2:37])=[NH:36]>C1COCC1>[F:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][C:20]=1[F:21])[CH2:5][NH:6][C:7]([C:9]1[NH:10][CH:11]=[C:12]([C:14]2[C:15]([CH3:22])=[CH:16][N:34]=[C:35]([NH2:37])[N:36]=2)[CH:13]=1)=[O:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 3520GuanidineHCID 79885tert-Butoxy bis(dimethylamino)methaneHCID 20729568HCID 20729568, 화합물

생성물 1

HCID 20729541HCID 20729541, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of compound 6 (1 equivalent) in THF, at ambient temperature, was added (Me2N)2CHOt-Bu (3 equivalents). After 24 hours, the solvent was evaporated and the crude product was utilized without purification. Step 2: To a solution of the compound formed above at Step 1 (1 equivalent) in ethanol, at ambient temperature, was added guanidine (3 equivalents) and the resulting mixture heated at reflux. After 12 hours, the solvent was evaporated and the crude product purified by preparatory HPLC (reverse phase; 10–90% MeCN in water; 15 minutes) to afford the desired compound III-a-74. HPLC using method B provided Rt of 7.9 minutes. 1H NMR was consistent with expected structure. FIA/MS Obs. M+1/M−1.

후처리

  1. customthe solvent was evaporated
  2. customthe crude product was utilized without purification
  3. customStep 2: To a solution of the compound formed above at Step 1 (1 equivalent) in ethanol, at ambient temperature
  4. temperaturethe resulting mixture heated
  5. temperatureat reflux
  6. waitAfter 12 hours
  7. customthe solvent was evaporated
  8. customthe crude product purified by preparatory HPLC (reverse phase; 10–90% MeCN in water; 15 minutes)

출처 및 근거

ORD 기록
ord-7e556ac7efbc4216850695948e8b9e4d
출처 데이터셋
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07253187B2

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