Diisopropylethylamine → 4'-Methyl-5-(pyrrolidine-1-carbonyl)-N-(quinolin-7-ylmethyl)biphenyl-3-carboxamide

HRID 1845192

반응식

HRID 1845192 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([C:14]([N:16]3[CH2:20][CH2:19][CH2:18][CH2:17]3)=[O:15])[CH:11]=[C:10]([C:21](O)=[O:22])[CH:9]=2)=[CH:4][CH:3]=1.[N:24]1[C:33]2[C:28](=[CH:29][CH:30]=[C:31]([CH2:34][NH2:35])[CH:32]=2)[CH:27]=[CH:26][CH:25]=1.F[P-](F)(F)(F)(F)F.C[N+](C)=C(N(C)C)ON1C2N=CC=CC=2N=N1.C(N(CC)C(C)C)(C)C>CN(C)C=O>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[C:12]([C:14]([N:16]3[CH2:20][CH2:19][CH2:18][CH2:17]3)=[O:15])[CH:11]=[C:10]([C:21]([NH:35][CH2:34][C:31]3[CH:32]=[C:33]4[C:28]([CH:27]=[CH:26][CH:25]=[N:24]4)=[CH:29][CH:30]=3)=[O:22])[CH:9]=2)=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 17904490Quinolin-7-ylmethanamineHCID 581879754'-Methyl-5-(pyrrolidine-1-carbonyl)biphenyl-3-carboxylic acid

생성물 1

HCID 581879604'-Methyl-5-(pyrrolidine-1-carbonyl)-N-(quinolin-7-ylmethyl)biphenyl-3-carboxamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
50 °C

실험 절차

To a solution of 4′-methyl-5-(pyrrolidine-1-carbonyl)biphenyl-3-carboxylic acid (17 mg, 0.055 mmol) in N,N-dimethylformamide (0.5 mL) were added quinolin-7-ylmethanamine (34 mg, 0.22 mmol) (WO 2008/130481), N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (80 mg, 0.21 mmol) and N,N-diisopropylethylamine (80 μL, 0.46 mmol). The reaction mixture was stirred at 50° C. for 16 hours. LC-MS indicated the reaction was complete. The reaction mixture was purified by preparative HPLC to afford the titile compound.

후처리

  1. customThe reaction mixture was purified by preparative HPLC
  2. customto afford the titile compound

출처 및 근거

ORD 기록
ord-72a7f77af4c14f0c8ac195600c1d6d12
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946439B2

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