4-Methylmorpholine → HCID 66791528、化合物

HRID 1096608

反応式

HRID 1096608 の反応式
[Cl:1][C:2]1[C:7]2[N:8]([CH2:17][CH2:18][CH2:19][O:20][CH3:21])[C:9]([C@@H:11]3[CH2:16][CH2:15][CH2:14][NH:13][CH2:12]3)=[N:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.[Br:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29][C@@H:30]([NH:35][C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[CH2:31][C:32](O)=[O:33])=[CH:25][CH:24]=1.CN1CCOCC1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C>[Br:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29][C@@H:30]([NH:35][C:36](=[O:37])[O:38][C:39]([CH3:41])([CH3:40])[CH3:42])[CH2:31][C:32]([N:13]2[CH2:14][CH2:15][CH2:16][C@@H:11]([C:9]3[N:8]([CH2:17][CH2:18][CH2:19][O:20][CH3:21])[C:7]4[C:2]([Cl:1])=[CH:3][CH:4]=[CH:5][C:6]=4[N:10]=3)[CH2:12]2)=[O:33])=[CH:25][CH:24]=1

参加物

6

反応物 4

HCID 79724-MethylmorpholineHCID 7009737(3R)-4-(4-bromophenyl)-3-{[(tert-butoxy)carbonyl]amino}butanoic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 66786365HCID 66786365、化合物

生成物 1

HCID 66791528HCID 66791528、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

((R)-7-Chloro-1-(3-methoxypropyl)-2-(piperidin-3-yl)-1H-benzo[d]imidazole (30E) (0.111 mmol, crude oil) prepared according to the procedure described in Example 30, Steps A-E was added to a 15 mL round-bottomed flask equipped for stirring under nitrogen. DMF (2 mL), (R)-4-(4-bromophenyl)-3-(tert-butoxycarbonylamino)butanoic acid (0.122 mmol, 0.032 g) and N-methylmorpholine (0.555 mmol, 0.061 mL) were then added and the solution was allowed to stir at rt for 5 min. HATU (0.122 mmol, 0.046 g) was added and the resultant solution was stirred at room temperature for 3 hrs. The reaction solution was then directly purified by preparative LC/MS (20-85% CH3CN in H2O). The resultant fractions were collected and the solvent was removed in-vacuo affording tert-butyl (R)-1-(4-bromophenyl)-4-((R)-3-(7-chloro-1-(3-methoxypropyl)-1H-benzo[d]imidazol-2-yl)piperidin-1-yl)-4-oxobutan-2-ylcarbamate (31A) as a clear oil that was used directly onto the next step. EST-MS: m/z 647.3 (M+H)+.

後処理

  1. additionwas added to a 15 mL round-bottomed flask
  2. customequipped
  3. stirringto stir at rt for 5 min
  4. customThe reaction solution was then directly purified by preparative LC/MS (20-85% CH3CN in H2O)
  5. customThe resultant fractions were collected
  6. customthe solvent was removed in-vacuo

出典と根拠

ORDレコード
ord-38217abab7ea45beba8fa46c00a1ce4f
出典データセット
uspto-grants-2012_03
特許番号
US08138168B1

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