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Triethylamine → HCID 178498895、化合物

HRID 1851293
ノート
印刷プレビュー

反応式

HRID 1851293 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]2[NH:9][N:10]=[C:11]([CH:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)[N:12]=2)[N:3]=1.C(N(CC)CC)C.[CH3:26][O:27][C:28]([C:30]1[CH:31]=[N:32][N:33]2[CH:38]=[C:37]([C:39]3[C:44]([F:45])=[CH:43][CH:42]=[CH:41][C:40]=3[F:46])[C:36]([C:47]3[CH:52]=[CH:51][C:50]([CH:53]=O)=[CH:49][CH:48]=3)=[N:35][C:34]=12)=[O:29].[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>CN1C(=O)CCC1.C(O)(=O)C>[CH3:26][O:27][C:28]([C:30]1[CH:31]=[N:32][N:33]2[CH:38]=[C:37]([C:39]3[C:40]([F:46])=[CH:41][CH:42]=[CH:43][C:44]=3[F:45])[C:36]([C:47]3[CH:48]=[CH:49][C:50]([CH2:53][N:16]4[CH2:17][CH2:18][CH:13]([C:11]5[N:12]=[C:8]([C:4]6[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[N:3]=6)[NH:9][N:10]=5)[CH2:14][CH2:15]4)=[CH:51][CH:52]=3)=[N:35][C:34]=12)=[O:29]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 8471TriethylamineHCID 5049666Sodium triacetoxyborohydrideHCID 867030466-(2,6-Difluorophenyl)-5-(4-formylphenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl esterHCID 178424635HCID 178424635、化合物

生成物 1

HCID 178498895HCID 178498895、化合物

試薬・触媒・溶媒 2

HCID 176
Acetic Acid
溶媒
HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

402 mg (1.27 mmol) 2-Methyl-6-(5-piperidine-4-yl-2H-[1,2,4]triazole-3-yl)-pyridine×2HCl are dissolved in 10 mL NMP. After addition of 0.43 mL triethylamine the reaction mixture is stirred for one hour. 500 mg (1.27 mmol) 6-(2,6-Difluorophenyl)-5-(4-formylphenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl ester and 0.13 mL acetic acid are added. The reaction mixture is stirred over night at room temperature. 296.3 mg (1.40 mmol) NaBH(OAc)3, are added in portions and the reaction mixture is stirred at room temperature for 5 hours. After treatment of the reaction mixture with saturated NaHCO3 the precipitate is filtered off, washed with water and dried. After chromatography of the precipitate on silica gel (dichloromethane/methanol) 368.6 mg (44.4%) of the desired product are obtained.

後処理

  1. stirringThe reaction mixture is stirred over night at room temperature
  2. stirringthe reaction mixture is stirred at room temperature for 5 hours
  3. filtrationAfter treatment of the reaction mixture with saturated NaHCO3 the precipitate is filtered off
  4. washwashed with water
  5. customdried

出典と根拠

ORDレコード
ord-36c614f02c764db5ae8ffa5087e6ff1e
出典データセット
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08957064B2

反応ノート

読み込み中…

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