Diisopropylethylamine → (S)-1-(4-Chloro-6-(3-cyclopropyl-1H-pyrazol-5-ylamino)-1,3,5-triazin-2-yl)-2-methyl-N-(pyrazin-2-yl)pyrrolidine-2-carboxamide

HRID 1961380ノート

反応式

HRID 1961380 の反応式
C([N:4](C(C)C)CC)(C)C.Cl[C:11]1[N:16]=[C:15]([Cl:17])[N:14]=[C:13]([NH:18][C:19]2[NH:23][N:22]=[C:21]([CH:24]3[CH2:26][CH2:25]3)[CH:20]=2)[N:12]=1.F[C:28]1[N:33]=[CH:32][C:31]([NH:34][C:35]([C@:37]2([CH3:42])[CH2:41][CH2:40][CH2:39][NH:38]2)=[O:36])=C[CH:29]=1>C1COCC1>[Cl:17][C:15]1[N:14]=[C:13]([NH:18][C:19]2[NH:23][N:22]=[C:21]([CH:24]3[CH2:26][CH2:25]3)[CH:20]=2)[N:12]=[C:11]([N:38]2[CH2:39][CH2:40][CH2:41][C@@:37]2([CH3:42])[C:35]([NH:34][C:31]2[CH:32]=[N:33][CH:28]=[CH:29][N:4]=2)=[O:36])[N:16]=1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 59436446(S)-N-(6-Fluoropyridin-3-yl)-2-methylpyrrolidine-2-carboxamideHCID 178478357HCID 178478357、化合物

生成物 1

HCID 178431749(S)-1-(4-Chloro-6-(3-cyclopropyl-1H-pyrazol-5-ylamino)-1,3,5-triazin-2-yl)-2-methyl-N-(pyrazin-2-yl)pyrrolidine-2-carboxamide収率 69.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Diisopropylethylamine (0.77 mL, 4.42 mmol) was added to a mixture of 4,6-dichloro-N-(3-cyclopropyl-1H-pyrazol-5-yl)-1,3,5-triazin-2-amine (800 mg, 2.95 mmol) and (S)—N-(6-fluoropyridin-3-yl)-2-methylpyrrolidine-2-carboxamide (625 mg, 2.8 mmol) in THF (20 mL). The reaction mixture was stirred at room temperature overnight and the product was separated by preparative HPLC. Removal of the solvents furnished 8B (860 mg, 64%) as a TFA salt. LC/MS [M+H]+: 440; Ret time (Method C): 2.33 min.

後処理

  1. customthe product was separated by preparative HPLC
  2. customRemoval of the solvents

出典と根拠

ORDレコード
ord-f51173a9fffc482eb94460975561134f
出典データセット
uspto-grants-2013_04
特許番号
US08415340B2

反応ノート

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