Potassium Carbonate → HCID 67509932、化合物

HRID 2201130ノート

反応式

HRID 2201130 の反応式
Br[C:2]1[C:3]([C:27]#[N:28])=[CH:4][C:5]([F:26])=[C:6]([NH:8][C@H:9]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=3)=[CH:16][CH:15]=2)[C:10]([NH2:12])=[O:11])[CH:7]=1.Cl.[NH2:30][C:31]1[S:35][N:34]=[C:33]([CH3:36])[CH:32]=1.C([O-])([O-])=O.[K+].[K+].C1C=CC(P(C2C(C3C(P(C4C=CC=CC=4)C4C=CC=CC=4)=CC=C4C=3C=CC=C4)=C3C(C=CC=C3)=CC=2)C2C=CC=CC=2)=CC=1>O1CCOCC1.O.CC([O-])=O.CC([O-])=O.[Pd+2]>[C:27]([C:3]1[C:2]([NH:30][C:31]2[S:35][N:34]=[C:33]([CH3:36])[CH:32]=2)=[CH:7][C:6]([NH:8][C@H:9]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=3)=[CH:16][CH:15]=2)[C:10]([NH2:12])=[O:11])=[C:5]([F:26])[CH:4]=1)#[N:28]

参加物

8

反応物 4

HCID 11430Potassium CarbonateHCID 634876Binap, (A+-)-HCID 27239183-Methylisothiazol-5-ylamine hydrochlorideHCID 67508174(R)-2-(5-bromo-4-cyano-2-fluorophenylamino)-3-(4-(pyridin-4-yl)phenyl)propanamide

生成物 1

HCID 67509932HCID 67509932、化合物収率 18.1%

試薬・触媒・溶媒 3

HCID 167845palladium(II) acetate触媒HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

A mixture of (R)-2-(5-bromo-4-cyano-2-fluorophenylamino)-3-(4-(pyridin-4-yl)phenyl)propanamide (62 mg, 0.14 mmol), 5-amino-3-methylisothiazole hydrochloride (35 mg, 0.23 mmol), K2CO3 (65 mg, 0.47 mmol), BINAP (25 mg, 0.040 mmol) and Pd(OAc)2 (15 mg, 0.066 mmol) in dioxane (2 mL) and water (0.1 mL) was degassed with argon, then was stirred at 120 C for 18 h. The mixture was purified by HPLC to give (R)-2-(4-cyano-2-fluoro-5-(3-methylisothiazol-5-ylamino)phenylamino)-3-(4-(pyridin-4-yl)phenyl)propanamide (12 mg).

後処理

  1. customwas degassed with argon
  2. customThe mixture was purified by HPLC

出典と根拠

ORDレコード
ord-1e42bc91fdf84759be319ac0435a1f9d
出典データセット
uspto-grants-2016_06
特許番号
US09359375B2

反応ノート

読み込み中…