Binap, (A+-)- → N-[4-Chloro-2-(pyridine-3-carbonyl)-phenyl]-4-(cis-2,6-dimethyl-morpholine-4-yl]-3-fluoro-benzenesulfonamide

HRID 29546

反応式

HRID 29546 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[C:19]([C:21]2[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=2)=[O:20])(=[O:10])=[O:9])=[CH:4][C:3]=1[F:27].O.[O-]P([O-])([O-])=O.[K+].[K+].[K+].C1(P(C2C=CC=CC=2)C2C=CC3C(=CC=CC=3)C=2C2C3C(=CC=CC=3)C=CC=2P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH3:83][C@H:84]1[O:89][C@@H:88]([CH3:90])[CH2:87][NH:86][CH2:85]1>CN(C=O)C.[Pd]>[Cl:18][C:15]1[CH:16]=[CH:17][C:12]([NH:11][S:8]([C:5]2[CH:6]=[CH:7][C:2]([N:86]3[CH2:85][C@H:84]([CH3:83])[O:89][C@H:88]([CH3:90])[CH2:87]3)=[C:3]([F:27])[CH:4]=2)(=[O:10])=[O:9])=[C:13]([C:19]([C:21]2[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=2)=[O:20])[CH:14]=1

参加物

7

反応物 4

HCID 634876Binap, (A+-)-HCID 6415002,6-Dimethylmorpholine, cis-HCID 22031701Potassium phosphate, tribasic, monohydrateHCID 597887464-Bromo-N-[4-chloro-2-(pyridine-3-carbonyl)-phenyl]-3-fluoro-benzenesulfonamide

生成物 1

HCID 59788667N-[4-Chloro-2-(pyridine-3-carbonyl)-phenyl]-4-(cis-2,6-dimethyl-morpholine-4-yl]-3-fluoro-benzenesulfonamide

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 6228Dimethylformamide溶媒

実験手順

The title compound was prepared according to the general procedure for the synthesis of heterocyclyl and heteroaryl substituted phenylsulfonyl derivatives previously described, using 4-Bromo-N-[4-chloro-2-(pyridine-3-carbonyl)-phenyl]-3-fluoro-benzenesulfonamide 0.2 g (0.42 mmol), potassium phosphate tribasic monohydrate 0.58 g (2.56 mmol), rac-2,2′-bis (diphenylphosphino)-1,1′-binaphthyl 0.079 g (0.12 mmol), cis-2,6-dimethyl-morpholine 0.24 g (2.13 mmol) and Pd (dba)3 0.057 g (0.06 mmol) in 2 ml DMF. HPLC purification gave a pale yellow compound.

後処理

  1. customHPLC purification
  2. customgave a pale yellow compound

出典と根拠

ORDレコード
ord-4b223fe8b63243a7b0efe2c26fc6d937
出典データセット
uspto-grants-2008_09
特許番号
US07420055B2

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