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Triethylamine → 4-({[4-(4-{4-[(Methylcarbamoyl)amino]phenyl}-6-morpholin-4-yl-1,3,5-triazin-2-yl)phenyl]carbamoyl}amino)benzamide

HRID 404492
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HRID 404492 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)[N:11]=[C:10]([C:20]3[CH:25]=[CH:24][C:23]([NH:26][C:27]([NH:29][CH3:30])=[O:28])=[CH:22][CH:21]=3)[N:9]=2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:38]([C:41]1[CH:46]=[CH:45][C:44]([NH:47][C:48](=[O:56])OC2C=CC=CC=2)=[CH:43][CH:42]=1)(=[O:40])[NH2:39]>CN(C=O)C>[CH3:30][NH:29][C:27]([NH:26][C:23]1[CH:22]=[CH:21][C:20]([C:10]2[N:11]=[C:12]([N:14]3[CH2:15][CH2:16][O:17][CH2:18][CH2:19]3)[N:13]=[C:8]([C:5]3[CH:4]=[CH:3][C:2]([NH:1][C:48]([NH:47][C:44]4[CH:43]=[CH:42][C:41]([C:38]([NH2:39])=[O:40])=[CH:46][CH:45]=4)=[O:56])=[CH:7][CH:6]=3)[N:9]=2)=[CH:25][CH:24]=1)=[O:28]
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참가 물질

5

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HCID 8471TriethylamineHCID 60631229Phenyl 4-carbamoylphenylcarbamateHCID 674385231-(4-(4-(4-Aminophenyl)-6-morpholino-1,3,5-triazin-2-yl)phenyl)-3-methylurea

생성물 1

HCID 665855264-({[4-(4-{4-[(Methylcarbamoyl)amino]phenyl}-6-morpholin-4-yl-1,3,5-triazin-2-yl)phenyl]carbamoyl}amino)benzamide수율 5.3%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

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온도
90 °C

실험 절차

To a solution of 1-(4-(4-(4-aminophenyl)-6-morpholino-1,3,5-triazin-2-yl)phenyl)-3-methylurea (0.6 g, 1.5 mmol) and triethylamine (4-5 mL) in dry DMF (10 mL), phenyl 4-carbamoylphenylcarbamate (1.15 g, 4.5 mmol).) was added at room temperature and mixture was heated to 90° C. for 10 hours under nitrogen atmosphere. After cooling to room temperature reaction mixture was quenched with ice water and resulting solid was filtered to get crude product. Crude product was purified by Preparative HPLC to give 4-({[4-(4-{4-[(methylcarbamoyl)amino]phenyl}-6-morpholin-4-yl-1,3,5-triazin-2-yl)phenyl]carbamoyl}amino)benzamide (45 mg, 5.3% yield).

후처리

  1. addition) was added at room temperature
  2. temperatureAfter cooling to room temperature
  3. customreaction mixture
  4. customwas quenched with ice water
  5. customresulting solid
  6. filtrationwas filtered
  7. customto get crude product
  8. customCrude product was purified by Preparative HPLC

출처 및 근거

ORD 기록
ord-e8305ec00dd344b08eca61298e9f71b0
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08748421B2

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