Trifluoroacetic acid methylene chloride → 1-[3-(4-Amino-7-piperidin-4-yl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-phenyl]-3-(3,5-dichloro-phenyl)-urea

HRID 916787

反応式

HRID 916787 の反応式
C(O)(C(F)(F)F)=O.C(Cl)Cl.C(OC([N:18]1[CH2:23][CH2:22][CH:21]([N:24]2[C:28]3[N:29]=[CH:30][N:31]=[C:32]([NH2:33])[C:27]=3[C:26]([C:34](=[O:53])[C:35]3[CH:40]=[CH:39][CH:38]=[C:37]([NH:41][C:42]([NH:44][C:45]4[CH:50]=[C:49]([Cl:51])[CH:48]=[C:47]([Cl:52])[CH:46]=4)=[O:43])[CH:36]=3)=[CH:25]2)[CH2:20][CH2:19]1)=O)(C)(C)C>C(Cl)Cl>[NH2:33][C:32]1[C:27]2[C:26]([C:34]([C:35]3[CH:36]=[C:37]([NH:41][C:42]([NH:44][C:45]4[CH:50]=[C:49]([Cl:51])[CH:48]=[C:47]([Cl:52])[CH:46]=4)=[O:43])[CH:38]=[CH:39][CH:40]=3)=[O:53])=[CH:25][N:24]([CH:21]3[CH2:20][CH2:19][NH:18][CH2:23][CH2:22]3)[C:28]=2[N:29]=[CH:30][N:31]=1

参加物

4

反応物 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 672191604-(4-Amino-5-{3-[3-(3,5-dichloro-phenyl)-ureido]-benzoyl}-pyrrolo[2,3-d]pyrimidin-7-yl)-piperidine-1-carboxylic acid tert-butyl ester

生成物 1

HCID 672198621-[3-(4-Amino-7-piperidin-4-yl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-phenyl]-3-(3,5-dichloro-phenyl)-urea収率 95.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of TFA/CH2Cl2 (0.49 mL/3.5 mL) was added to a solution of 4-(4-amino-5-{3-[3-(3,5-dichloro-phenyl)-ureido]-benzoyl}-pyrrolo[2,3-d]pyrimidin-7-yl)-piperidine-1-carboxylic acid tert-butyl ester (0.2 g, 0.32 mmol) in CH2Cl2 (1 mL) at 0 C. The reaction mixture was warmed to room temperature, stirred for 12 h, and concentrated in vacuo. The crude reaction mixture was quenched with H2O (5 mL) and Na2CO3 (5 mL) and extracted with CH2Cl2 (4×5 mL). The combined organic extracts were dried (MgSO4), filtered, and concentrated in vacuo to provide the title compound as a yellow solid (0.16 g, 93%). MS: 525.5 (MH+); HPLC Rf: 5.35 min. (HPLC method 4); HPLC purity: 84%.

後処理

  1. concentrationconcentrated in vacuo
  2. customThe crude reaction mixture
  3. customwas quenched with H2O (5 mL) and Na2CO3 (5 mL)
  4. extractionextracted with CH2Cl2 (4×5 mL)
  5. dry with materialThe combined organic extracts were dried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-d8ca7405ea6f4f99bbe217c03b7512c4
出典データセット
uspto-grants-2007_09
特許番号
US07271262B2

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