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N-methyl-2-pyrrolidone → HCID 118308340、化合物

HRID 1750575
ノート
印刷プレビュー

反応式

HRID 1750575 の反応式
Cl.[NH2:2][C@H:3]1[CH2:7][CH2:6][CH2:5][C@@H:4]1[NH:8][C:9](=[O:22])[C:10]1[CH:15]=[C:14]([CH3:16])[CH:13]=[CH:12][C:11]=1[N:17]1[N:21]=[CH:20][CH:19]=[N:18]1.CN1C(=O)CCC1.CCN(C(C)C)C(C)C.Br[C:40]1[N:45]=[CH:44][C:43]([C:46]([F:49])([F:48])[F:47])=[CH:42][N:41]=1>O>[CH3:16][C:14]1[CH:13]=[CH:12][C:11]([N:17]2[N:18]=[CH:19][CH:20]=[N:21]2)=[C:10]([CH:15]=1)[C:9]([NH:8][C@H:4]1[CH2:5][CH2:6][CH2:7][C@@H:3]1[NH:2][C:40]1[N:45]=[CH:44][C:43]([C:46]([F:49])([F:48])[F:47])=[CH:42][N:41]=1)=[O:22]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 13387N-methyl-2-pyrrolidoneHCID 81531DiisopropylethylamineHCID 202926292-Bromo-5-(trifluoromethyl)pyrimidineHCID 118308085HCID 118308085、化合物2 回

生成物 1

HCID 118308340HCID 118308340、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a mixture of N-[(1S,2S)-2-aminocyclopentyl]-5-methyl-2-(2H-1,2,3-triazol-2-yl)benzamide hydrochloride (Intermediate 7; 100 mg, 0.31 mmol) and NMP (1 ml) was added DIPEA (0.200 mg, 1.56 mmol) and 2-bromo-5-(trifluoromethyl)pyrimidine (70 mg, 0.31 mmol). The mixture was subjected to microwave irradiation at 150° C. for 1 hour. Upon cooling, the reaction mass was poured into water (5 ml) and extracted with ethyl acetate (2×10 ml). The combined organics were dried over sodium sulfate and concentrated in vacuo. The crude product was purified by reverse phase preparative HPLC (eluted with acetonitrile/water containing 0.1% ammonia) to afford the title compound.

後処理

  1. customirradiation at 150° C. for 1 hour
  2. temperatureUpon cooling
  3. extractionextracted with ethyl acetate (2×10 ml)
  4. dry with materialThe combined organics were dried over sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe crude product was purified by reverse phase preparative HPLC (eluted with acetonitrile/water containing 0.1% ammonia)

出典と根拠

ORDレコード
ord-ee2da51bb2c84da5a5e9a2f9378e0b02
出典データセット
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09156829B2

反応ノート

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