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 1961380노트

반응식

HRID 1961380 반응식
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

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 59436446(S)-N-(6-Fluoropyridin-3-yl)-2-methylpyrrolidine-2-carboxamideHCID 178478357HCID 178478357, 화합물

생성물 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-carboxamide수율 69.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-f51173a9fffc482eb94460975561134f
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08415340B2

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