Diisopropylethylamine → Ethyl 1-(2-fluorobenzyl)-5-{[(2methyl-1,3-dioxolan-2-yl)acetyl]amino}-1H-indole-2-carboxylate

HRID 1824984ノート

反応式

HRID 1824984 の反応式
[CH3:1][C:2]1([CH2:7][C:8]([OH:10])=O)[O:6][CH2:5][CH2:4][O:3]1.F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1.C(N(CC)C(C)C)(C)C.[NH2:44][C:45]1[CH:46]=[C:47]2[C:51](=[CH:52][CH:53]=1)[N:50]([CH2:54][C:55]1[CH:60]=[CH:59][CH:58]=[CH:57][C:56]=1[F:61])[C:49]([C:62]([O:64][CH2:65][CH3:66])=[O:63])=[CH:48]2>CN(C=O)C>[F:61][C:56]1[CH:57]=[CH:58][CH:59]=[CH:60][C:55]=1[CH2:54][N:50]1[C:51]2[C:47](=[CH:46][C:45]([NH:44][C:8](=[O:10])[CH2:7][C:2]3([CH3:1])[O:3][CH2:4][CH2:5][O:6]3)=[CH:53][CH:52]=2)[CH:48]=[C:49]1[C:62]([O:64][CH2:65][CH3:66])=[O:63]

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 5600442-(2-Methyl-1,3-dioxolan-2-yl)acetic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 22144678Ethyl 5-amino-1-(2-fluorobenzyl)-1H-indole-2-carboxylate

生成物 1

HCID 22144636Ethyl 1-(2-fluorobenzyl)-5-{[(2methyl-1,3-dioxolan-2-yl)acetyl]amino}-1H-indole-2-carboxylate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

140 mg (0.96 mmol) of (2-methyl-1,3-dioxolan-2-yl)acetic acid are added to 5 ml of DMF, and 547 mg (1.44 mmol) of O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate and 186 mg (0.25 ml, 1.44 mmol) of N,N-diisopropylethylamine are added. 300 mg (0.96 mmol) of ethyl 5-amino-1-(2-fluorobenzyl)-1H-indole-2-carboxylate from Example XXXVI are added. The mixture is stirred at RT for 3 hours. For work-up the DMF is removed using a rotary evaporator. The residue is taken up in dichloromethane and extracted with aqueous hydrochloric acid. The organic phase is dried with sodium sulphate, filtered and dried under reduced pressure.

後処理

  1. additionare added
  2. customFor work-up the DMF is removed
  3. customa rotary evaporator
  4. extractionextracted with aqueous hydrochloric acid
  5. dry with materialThe organic phase is dried with sodium sulphate
  6. filtrationfiltered
  7. customdried under reduced pressure

出典と根拠

ORDレコード
ord-66866c5bd248492c9c710ac4c4fe79d8
出典データセット
uspto-grants-2006_05
特許番号
US07045544B2

反応ノート

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