Triethylamine → N-(1,1-dimethyl-2-morpholin-4-ylethyl)-2-{5-(4-fluorobenzyl)-3-[1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl]-1H-pyrazol-1-yl}acetamide

HRID 2074121

反応式

HRID 2074121 の反応式
[F:1][C:2]1[CH:31]=[CH:30][C:5]([CH2:6][C:7]2[N:11]([CH2:12][C:13]([OH:15])=O)[N:10]=[C:9]([C:16]3[N:17]=[N:18][N:19]([CH2:21][C:22]4[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=4)[CH:20]=3)[CH:8]=2)=[CH:4][CH:3]=1.[CH3:32][C:33]([NH2:42])([CH3:41])[CH2:34][N:35]1[CH2:40][CH2:39][O:38][CH2:37][CH2:36]1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(CC)CC>CN(C=O)C>[CH3:41][C:33]([NH:42][C:13](=[O:15])[CH2:12][N:11]1[C:7]([CH2:6][C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:31][CH:30]=2)=[CH:8][C:9]([C:16]2[N:17]=[N:18][N:19]([CH2:21][C:22]3[CH:23]=[CH:24][C:25]([O:28][CH3:29])=[CH:26][CH:27]=3)[CH:20]=2)=[N:10]1)([CH3:32])[CH2:34][N:35]1[CH2:36][CH2:37][O:38][CH2:39][CH2:40]1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 2014972-Methyl-1-(morpholin-4-yl)propan-2-amineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 67092066{5-(4-fluorobenzyl)-3-[1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl]-1H-pyrazol-1-yl}acetic acid

生成物 1

HCID 67091944N-(1,1-dimethyl-2-morpholin-4-ylethyl)-2-{5-(4-fluorobenzyl)-3-[1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl]-1H-pyrazol-1-yl}acetamide収率 97.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of {5-(4-fluorobenzyl)-3-[1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl]-1H-pyrazol-1-yl}acetic acid (1.0 g, 2.37 mmol), 1,1-dimethyl-2-morpholin-4-yl-ethylamine (0.375 g, 2.37 mmol), HATU (0.71 g, 2.85 mmol) and Et3N (0.71 g, 7.1 mol) in DMF (20 mL) was stirred at room temperature overnight. The mixture was concentrated in vacuo and the residue was treated with water (50 mL) and CH2Cl2 (50 mL). The aqueous layer was extracted with CH2Cl2 (2×20 mL). The combined organics were dried over Na2SO4 and evaporated to afford crude title compound (1.3 g, 92%) as yellow oil that was used without further purification in next step.

後処理

  1. concentrationThe mixture was concentrated in vacuo
  2. additionthe residue was treated with water (50 mL) and CH2Cl2 (50 mL)
  3. extractionThe aqueous layer was extracted with CH2Cl2 (2×20 mL)
  4. dry with materialThe combined organics were dried over Na2SO4
  5. customevaporated

出典と根拠

ORDレコード
ord-c10ded2ac5914199a5d6b33f2d6c83ee
出典データセット
uspto-grants-2011_04
特許番号
US07919488B2

関連ノート

読み込み中…