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Phosphorus oxide (P4O10) → 6-(5,5-Dimethyl-4,5-dihydrooxazol-2-yl)-N-(4-fluorobenzyl)-2-isopropyl-1-(pyridin-2-ylmethyl)-1H-indole-3-carboxamide

HRID 40094
ノート
印刷プレビュー

反応式

HRID 40094 の反応式
[F:1][C:2]1[CH:38]=[CH:37][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:18]3[C:13](=[CH:14][C:15]([C:19]([NH:21][CH2:22][C:23]([OH:26])([CH3:25])[CH3:24])=O)=[CH:16][CH:17]=3)[N:12]([CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=3)[C:11]=2[CH:34]([CH3:36])[CH3:35])=[O:9])=[CH:4][CH:3]=1.C(N1C2C(=CC=C(C(NCC(O)(C)C)=O)C=2)C(C(NCC2C=CC(F)=C(F)C=2)=O)=C1C(C)C)C1C=CC=CC=1.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>C1C=CC=CC=1>[CH3:25][C:23]1([CH3:24])[O:26][C:19]([C:15]2[CH:14]=[C:13]3[C:18]([C:10]([C:8]([NH:7][CH2:6][C:5]4[CH:4]=[CH:3][C:2]([F:1])=[CH:38][CH:37]=4)=[O:9])=[C:11]([CH:34]([CH3:36])[CH3:35])[N:12]3[CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=3)=[CH:17][CH:16]=2)=[N:21][CH2:22]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 14812Phosphorus oxide (P4O10)HCID 692261641-Benzyl-N3-(3,4-difluorobenzyl)-N6-(2-hydroxy-2-methylpropyl)-2-isopropyl-1H-indole-3,6-dicarboxamideHCID 69227964N3-(4-fluorobenzyl)-N6-(2-hydroxy-2-methylpropyl)-2-isopropyl-1-(pyridin-2-ylmethyl)-1H-indole-3,6-dicarboxamide

生成物 1

HCID 692279096-(5,5-Dimethyl-4,5-dihydrooxazol-2-yl)-N-(4-fluorobenzyl)-2-isopropyl-1-(pyridin-2-ylmethyl)-1H-indole-3-carboxamide

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

反応条件

温度
50 °C

実験手順

To a solution of N3-(4-fluorobenzyl)-N6-(2-hydroxy-2-methylpropyl)-2-isopropyl-1-(pyridin-2-ylmethyl)-1H-indole-3,6-dicarboxamide (Compound 68, 23 mg, 0.043 mmol) in benzene (6 ml) at 25° C. was added P2O5 (120 mg, 0.86 mmol). The mixture was stirred at 50° C. for 4 h, quenched with 6N NaOH (1 ml), extracted several times with EtOAc, washed with H2O, brine, dried over Na2SO4, concentrated in vacuo. The residue was purified by chromatography on silica gel (100% EtOAc) to yield the title compound as yellow oil.

後処理

  1. customquenched with 6N NaOH (1 ml)
  2. extractionextracted several times with EtOAc
  3. washwashed with H2O, brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by chromatography on silica gel (100% EtOAc)

出典と根拠

ORDレコード
ord-f16ce2aadef3440c99be1112c3cf515b
出典データセット
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08524917B2

反応ノート

読み込み中…

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