Acetonitrile → 5-Chloro-2-{4-[(6-trifluoromethyl-pyridin-3-ylmethyl)-amino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl}-benzonitrile

HRID 657777노트

반응식

HRID 657777 반응식
[F:1][C:2]([F:22])([F:21])[C:3]1[N:8]=[CH:7][C:6]([CH2:9][NH:10][C:11]2[C:12]3[CH2:20][NH:19][CH2:18][CH2:17][C:13]=3[N:14]=[CH:15][N:16]=2)=[CH:5][CH:4]=1.[Cl:23][C:24]1[CH:25]=[CH:26][C:27](F)=[C:28]([CH:31]=1)[C:29]#[N:30].C(#N)C.C(N(CC)C(C)C)(C)C>C(Cl)(Cl)Cl>[Cl:23][C:24]1[CH:25]=[CH:26][C:27]([N:19]2[CH2:18][CH2:17][C:13]3[N:14]=[CH:15][N:16]=[C:11]([NH:10][CH2:9][C:6]4[CH:7]=[N:8][C:3]([C:2]([F:21])([F:1])[F:22])=[CH:4][CH:5]=4)[C:12]=3[CH2:20]2)=[C:28]([CH:31]=1)[C:29]#[N:30]

참가 물질

6

반응물 4

HCID 6342AcetonitrileHCID 81531DiisopropylethylamineHCID 936535-Chloro-2-fluorobenzonitrileHCID 59840682N-((6-(trifluoromethyl)pyridin-3-yl)methyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine

생성물 1

HCID 250618735-Chloro-2-{4-[(6-trifluoromethyl-pyridin-3-ylmethyl)-amino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl}-benzonitrile수율 45%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

A 2 mL microwave vial was charged with N-((6-(trifluoromethyl)pyridin-3-yl)methyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine (50 mg, 0.16 mmol), 5-chloro-2-fluorobenzonitrile (150 mg, 0.97 mmol), acetonitrile (0.4 mL), and N,N-diisopropylethylamine (84 μL, 0.48 mmol). The mixture was subjected to a microwave irradiation at 200° C. for 2 h. The mixture was diluted with chloroform (7 mL), and washed with 0.1 M NaH2PO4 (10 mL), dried (Na2SO4), filtered and concentrated. The residue was purified by silica gel column to yield a light yellow solid (32 mg).

후처리

  1. customThe mixture was subjected to a microwave irradiation at 200° C. for 2 h
  2. washwashed with 0.1 M NaH2PO4 (10 mL)
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column

출처 및 근거

ORD 기록
ord-0c4f439c48d14e5d99cff684c145207a
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08076345B2

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