Dichloromethane → HCID 178502396、化合物

反応式

[CH3:1][O:2][C:3](=[O:39])[NH:4][C@H:5]([C:9]([N:11]1[CH2:15][CH2:14][CH2:13][C@H:12]1[C:16]1[NH:17][CH:18]=[C:19]([C:21]2[CH:26]=[CH:25][C:24]([C:27]3[CH:32]=[C:31]([F:33])[C:30]([NH2:34])=[CH:29][C:28]=3[C:35]([F:38])([F:37])[F:36])=[CH:23][CH:22]=2)[N:20]=1)=[O:10])[CH:6]([CH3:8])[CH3:7].C(Cl)Cl.CC(N(C)C)=O.[F:49][C:50]1[CH:55]=[CH:54][C:53]([C:56](Cl)=[O:57])=[CH:52][N:51]=1>>[CH3:1][O:2][C:3](=[O:39])[NH:4][C@H:5]([C:9]([N:11]1[CH2:15][CH2:14][CH2:13][C@H:12]1[C:16]1[NH:17][CH:18]=[C:19]([C:21]2[CH:22]=[CH:23][C:24]([C:27]3[CH:32]=[C:31]([F:33])[C:30]([NH:34][C:56]([C:53]4[CH:52]=[N:51][C:50]([F:49])=[CH:55][CH:54]=4)=[O:57])=[CH:29][C:28]=3[C:35]([F:37])([F:38])[F:36])=[CH:25][CH:26]=2)[N:20]=1)=[O:10])[CH:6]([CH3:8])[CH3:7]

参加物

反応物 4

HCID 6344Dichloromethane

HCID 31374Dimethylacetamide

HCID 146236022-Fluoropyridine-5-carbonyl chloride

HCID 178502394HCID 178502394、化合物

生成物 1

HCID 178502396HCID 178502396、化合物収率 103.9%

実験手順

To a solution of ((S)-1-{(S)-2-[4-(4′-amino-5′-fluoro-2′-trifluoromethyl-biphenyl-4-yl)-1H-imidazol-2-yl]-pyrrolidine-1-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester (128 mg, 0.234 mmol; Preparation 39) in DCM (3 mL, 47 mmol) and DMA (0.3 mL, 3 mmol) was added 2-fluoropyridine-5-carbonyl chloride (37 mg, 0.234 mmol), and the resulting solution was stirred at RT overnight. The reaction mixture was concentrated by rotary evaporation to give the monoHCl salt of the title intermediate as a brownish oil (163 mg), which was used without further purification. (m/z): [M+H]+ calcd for C33H31F5N6O4 671.23 found 671.7.

後処理

concentrationThe reaction mixture was concentrated by rotary evaporation

出典と根拠

ORDレコード: ord-165dce6d591e48f788158156fb9a5cf5
出典データセット: uspto-grants-2016_02
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US09260414B2

反応ノート

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