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Hydrochloric Acid → HCID 10297844、化合物

HRID 861131
ノート
印刷プレビュー

反応式

HRID 861131 の反応式
[CH:1]1([NH:6][C:7]2[N:12]3[N:13]=[C:14]([C:28]4[CH:33]=[CH:32][CH:31]=[C:30]([N:34]=C(C5C=CC=CC=5)C5C=CC=CC=5)[CH:29]=4)[C:15]([C:16]4[CH:21]=[CH:20][N:19]=[C:18]([NH:22][CH:23]5[CH2:27][CH2:26][CH2:25][CH2:24]5)[N:17]=4)=[C:11]3[CH:10]=[CH:9][CH:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.C(=O)(O)[O-]>O1CCCC1.CCOCC>[NH2:34][C:30]1[CH:29]=[C:28]([C:14]2[C:15]([C:16]3[CH:21]=[CH:20][N:19]=[C:18]([NH:22][CH:23]4[CH2:24][CH2:25][CH2:26][CH2:27]4)[N:17]=3)=[C:11]3[CH:10]=[CH:9][CH:8]=[C:7]([NH:6][CH:1]4[CH2:5][CH2:4][CH2:3][CH2:2]4)[N:12]3[N:13]=2)[CH:33]=[CH:32][CH:31]=1
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 3

HCID 313Hydrochloric AcidHCID 769Bicarbonate IonHCID 57494736HCID 57494736、化合物

生成物 1

HCID 10297844HCID 10297844、化合物収率 93%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of N-cyclopentyl-3-[2-(cyclopentylamino)-4-pyrimidinyl]-2-{3-[(diphenylmethylene)amino]phenyl}-pyrazolo[1,5-a]pyridin-7-amine (2.61 g, 4.22 mmol) in tetrahydrofuran (30 mL) at 0° C. was added 4N hydrochloric acid (20 mL) dropwise. Subsequently, the reaction mixture was stirred for 5 minutes. The reaction mixture was diluted with ether, then saturated aqueous bicarbonate was added slowly till the ether layer turned clear. The resulting mixture was stirred for 30 minutes. The phases were separated, the organic phase was washed with water, brine and dried (magnesium sulfate). Filtration and concentration of the filtrate to a solid, followed by recrystallization from ethyl acetate-hexanes, gave 2-(3-aminophenyl)-N-cyclopentyl-3-[2-(cyclopentylamino)-4-pyrimidinyl]pyrazolo[1,5-a]pyridin-7-amine (1.78 g, 93%) as a pale yellow solid. 1H NMR (CDCl3): δ 7.92 (d, 1H), 7.82 (d, 1H), 7.32 (t, 1H), 7.22 (m, 2H), 7.00–6.94 (m, 2H), 6.78 (m, 1H), 6.34 (d, 1H), 6.04 (m, 2H), 4.38 (m, 1H), 4.00 (m, 1H), 3.75 (broad, 2H), 2.14–2.05 (m, 4H), 1.83–1.54 (m, 12H); MS m/z 454 (M+1).

後処理

  1. stirringThe resulting mixture was stirred for 30 minutes
  2. customThe phases were separated
  3. washthe organic phase was washed with water, brine
  4. dry with materialdried (magnesium sulfate)
  5. filtrationFiltration and concentration of the filtrate to a solid
  6. customfollowed by recrystallization from ethyl acetate-hexanes

出典と根拠

ORDレコード
ord-e695110f36f84b0f8f90cf1af53783ec
出典データセット
uspto-grants-2006_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07153855B2

反応ノート

読み込み中…

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