1,2-Dichloroethane → HCID 57406925、化合物

HRID 82851ノート

反応式

HRID 82851 の反応式
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]

参加物

9

反応物 6

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

生成物 1

HCID 57406925HCID 57406925、化合物

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒3 回

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-f0dc5ca917b34229a1ae9b96fee3dc38
出典データセット
uspto-grants-2014_09
特許番号
US08846733B2

反応ノート

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