1,2-Dichloroethane → HCID 57406925, 화합물

HRID 82851노트

반응식

HRID 82851 반응식
N#N.[CH3:3][C:4]1[O:5][C:6]([C:12]2[CH:13]=[C:14]([CH3:18])[CH:15]=[CH:16][CH:17]=2)=[C:7]([C:9]([OH:11])=O)[N:8]=1.C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl.CCN(C(C)C)C(C)C.[CH3:42][O:43][C:44]([C:47]1[N:48]=[C:49]([CH2:52][N:53]2[N:57]=[C:56]([NH2:58])[CH:55]=[N:54]2)[O:50][CH:51]=1)([CH3:46])[CH3:45]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH3:42][O:43][C:44]([C:47]1[N:48]=[C:49]([CH2:52][N:53]2[N:57]=[C:56]([NH:58][C:9]([C:7]3[N:8]=[C:4]([CH3:3])[O:5][C:6]=3[C:12]3[CH:13]=[C:14]([CH3:18])[CH:15]=[CH:16][CH:17]=3)=[O:11])[CH:55]=[N:54]2)[O:50][CH:51]=1)([CH3:46])[CH3:45]

참가 물질

9

반응물 6

HCID 111,2-DichloroethaneHCID 947NitrogenHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 669292052-Methyl-5-(m-tolyl)oxazole-4-carboxylic acidHCID 67958057HCID 67958057, 화합물

생성물 1

HCID 57406925HCID 57406925, 화합물

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매3회

실험 절차

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 2-methyl-5-(m-tolyl)oxazole-4-carboxylic acid (WO 2009/077990, p. 112) (40.0 mg, 0.18 mmol) in CH2Cl2 (1.0 mL) was treated at rt with DMAP (5.6 mg, 0.05 mmol), HOBt (29.9 mg, 0.22 mmol), EDC (88.3 mg, 0.46 mmol) and DIPEA (0.13 mL, 0.74 mmol) and the resulting mixture was stirred for 45 min at rt. A solution of 2-((4-(2-methoxypropan-2-yl)oxazol-2-yl)methyl)-2H-1,2,3-triazol-4-amine (43.7 mg, 0.18 mmol) in CH2Cl2 (0.8 mL) was then added and the reaction mixture was stirred overnight at rt. The mixture was diluted with CH2Cl2 (2.0 mL), the layers were separated and the org. phase was washed with water (2.0 mL), dried over MgSO4, filtered and the solvents were removed under reduced pressure. Purification of the residue by FC (4:6 hept-EA) gave the title compound as a colorless oil: TLC: rf (4:6 hept-EA)=0.35. LC-MS-conditions 06: tR=0.94 min, [M+H]+=437.34.

후처리

  1. stirringthe reaction mixture was stirred overnight at rt
  2. customthe layers were separated
  3. washphase was washed with water (2.0 mL)
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customthe solvents were removed under reduced pressure
  7. customPurification of the residue by FC (4:6 hept-EA)

출처 및 근거

ORD 기록
ord-f0dc5ca917b34229a1ae9b96fee3dc38
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846733B2

반응 노트

불러오는 중…