Diisopropylethylamine → 1-(6-(2-cyclopropyl-4-methyl-1H-benzo[d]imidazol-6-yloxy)pyrimidin-4-yl)spiro[piperidin-4,4'-pyrido[2,3-d][1,3]oxazin]-2'(1'H)-one

HRID 1846551노트

반응식

HRID 1846551 반응식
Cl.[NH:2]1[C:7]2[N:8]=[CH:9][CH:10]=[CH:11][C:6]=2[C:5]2([CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[O:4][C:3]1=[O:17].Cl[C:19]1[N:24]=[CH:23][N:22]=[C:21]([O:25][C:26]2[CH:27]=[C:28]([CH3:38])[C:29]3[N:33]=[C:32]([CH:34]4[CH2:36][CH2:35]4)[NH:31][C:30]=3[CH:37]=2)[CH:20]=1.CCN(C(C)C)C(C)C>CN(C=O)C>[CH:34]1([C:32]2[NH:31][C:30]3[CH:37]=[C:26]([O:25][C:21]4[N:22]=[CH:23][N:24]=[C:19]([N:14]5[CH2:13][CH2:12][C:5]6([O:4][C:3](=[O:17])[NH:2][C:7]7[N:8]=[CH:9][CH:10]=[CH:11][C:6]6=7)[CH2:16][CH2:15]5)[CH:20]=4)[CH:27]=[C:28]([CH3:38])[C:29]=3[N:33]=2)[CH2:35][CH2:36]1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 66687106Spiro[piperidine-4,4'-pyrido[2,3-d][1,3]oxazin]-2'(1'H)-one hydrochlorideHCID 866639156-(6-chloropyrimidin-4-yloxy)-2-cyclopropyl-4-methyl-1H-benzo[d]imidazole

생성물 1

HCID 462448501-(6-(2-cyclopropyl-4-methyl-1H-benzo[d]imidazol-6-yloxy)pyrimidin-4-yl)spiro[piperidin-4,4'-pyrido[2,3-d][1,3]oxazin]-2'(1'H)-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

41 mg (0.16 mmol) spiro[piperidin-4,4′-pyrido[2,3-d][1,3]oxazin]-2′(1′H)-one hydrochloride, 40 mg (0.13 mmol) 6-(6-chloropyrimidin-4-yloxy)-2-cyclopropyl-4-methyl-1H-benzo[d]-imidazole and 0.08 mL (0.48 mmol) DIPEA in 2.0 mL DMF were stirred overnight at 40° C. The reaction mixture was purified by preparative HPLC-MS. The fractions containing product were partially evaporated down i.vac. and neutralised with 4M sodium hydroxide solution. The precipitate formed was suction filtered, washed and dried.

후처리

  1. customThe reaction mixture was purified by preparative HPLC-MS
  2. additionThe fractions containing product
  3. customwere partially evaporated down i.vac
  4. customThe precipitate formed
  5. filtrationfiltered
  6. washwashed
  7. customdried

출처 및 근거

ORD 기록
ord-bb7ff11115984cbf9e8c95cb337693d1
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08952014B2

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