4-Methylmorpholine → HCID 178522506, 화합물

HRID 536263노트

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HRID 536263 반응식
[N:1]1[CH:6]=[C:5]([C:7]([OH:9])=O)[CH:4]=[N:3][CH:2]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CN1CCOCC1.[N:41]1([S:47]([CH2:50][CH2:51][CH2:52][O:53][C:54]2[CH:55]=[CH:56][C:57]3[C:58]4[N:59]([CH2:65][CH2:66][N:67]=4)[C:60]([NH2:64])=[N:61][C:62]=3[CH:63]=2)(=[O:49])=[O:48])[CH2:46][CH2:45][O:44][CH2:43][CH2:42]1>CN(C=O)C.CCOC(C)=O>[N:41]1([S:47]([CH2:50][CH2:51][CH2:52][O:53][C:54]2[CH:55]=[CH:56][C:57]3[C:58]4[N:59]([CH2:65][CH2:66][N:67]=4)[C:60]([NH:64][C:7]([C:5]4[CH:4]=[N:3][CH:2]=[N:1][CH:6]=4)=[O:9])=[N:61][C:62]=3[CH:63]=2)(=[O:48])=[O:49])[CH2:46][CH2:45][O:44][CH2:43][CH2:42]1

참가 물질

7

반응물 4

HCID 79724-MethylmorpholineHCID 78346Pyrimidine-5-carboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 178508203HCID 178508203, 화합물

생성물 1

HCID 178522506HCID 178522506, 화합물수율 61%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매2회HCID 8857Ethyl Acetate용매

실험 절차

To pyrimidine-5-carboxylic acid (95.0 mg, 0.77 mmol) in DMF (1 ml) was added HATU (342 mg, 0.9 mmol) and 4-methylmorpholine (91 mg, 0.9 mmol). The mixture was stirred for 5 min then 8-[3-(morpholin-4-ylsulfonyl)propoxy]-2,3-dihydroimidazo[1,2-c]quinazolin-5-amine (Step 1, 250 mg, 0.64 mmol) in DMF (2 mL) was added. The resulting solution was allowed to stir at rt for 16 h. It was diluted with EtOAc and filtered rinsing with EtOAc and MeOH to give the title compound (195 mg, 61%). TLC Rf=0.68 in 10% MeOH/CH2Cl2, HPLC MS RT=1.13 min, MH+=500.4; 1H NMR (DMSO-d6) δ: 2.25 (2H, m), 3.21 (4H, m), 3.30 (2H, m), 3.67 (4H, m), 4.23 (2H, t), 4.31 (2H, t), 4.60 (2H, t), 7.25 (1H, d), 7.78 (1H, s), 8.16 (1H, d), 9.44 (1H, s), 9.50 (2H, s).

후처리

  1. stirringto stir at rt for 16 h
  2. filtrationfiltered
  3. washrinsing with EtOAc and MeOH

출처 및 근거

ORD 기록
ord-035f32fa89b9483b89b0cb389a5f49ed
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859572B2

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