Glycinamide → 2-[[4-(4-Cyanoanilino)-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]amino]acetamide

HRID 1062549

반응식

HRID 1062549 반응식
Cl[C:2]1[N:7]=[C:6]([CH2:8][C:9]2[C:14]([Cl:15])=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:16])[N:5]=[C:4]([NH:17][C:18]2[CH:25]=[CH:24][C:21]([C:22]#[N:23])=[CH:20][CH:19]=2)[N:3]=1.[NH2:26][CH2:27][C:28]([NH2:30])=[O:29].C(N(CC)C(C)C)(C)C>O1CCOCC1>[C:22]([C:21]1[CH:20]=[CH:19][C:18]([NH:17][C:4]2[N:5]=[C:6]([CH2:8][C:9]3[C:14]([Cl:15])=[CH:13][CH:12]=[CH:11][C:10]=3[Cl:16])[N:7]=[C:2]([NH:26][CH2:27][C:28]([NH2:30])=[O:29])[N:3]=2)=[CH:25][CH:24]=1)#[N:23]

참가 물질

5

반응물 3

HCID 69020GlycinamideHCID 81531DiisopropylethylamineHCID 4864234-[[4-Chloro-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]amino]benzonitrile

생성물 1

HCID 5054092-[[4-(4-Cyanoanilino)-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]amino]acetamide수율 41.4%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

Intermediate (27) (0.00423 mol), 2-amino-acetamide (0.00431 mol), 1,4-dioxane (20 ml) and N,N-diisopropylethylamine (0.00862 mol) were combined and stirred at RT for 16 hours under argon. The reaction mixture was quenched with H2O and filtered. The residue was washed with H2O, filtered and recrystallized from ACN (200 ml). The precipitate was filtered off and dried, yielding 0.75 g (41.4%) of [N-[4-[(4-cyanophenyl)amino]-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]]aminoacetamide (compound 14).

후처리

  1. customThe reaction mixture was quenched with H2O
  2. filtrationfiltered
  3. washThe residue was washed with H2O
  4. filtrationfiltered
  5. customrecrystallized from ACN (200 ml)
  6. filtrationThe precipitate was filtered off
  7. customdried

출처 및 근거

ORD 기록
ord-8bbcdc57831840bfb2bf7f063240371c
출처 데이터셋
uspto-grants-2005_11
특허 번호
US06962916B2

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