Trifluoroacetic acid → 3-Methoxy-pyrrolidine-3-carboxylic acid [3-(2-methoxy-pyridin-4-yl)-1H-indazol-5-yl]-amide

HRID 1020949ノート

反応式

HRID 1020949 の反応式
C(OC([N:8]1[CH2:12][CH2:11][C:10]([O:52][CH3:53])([C:13](=[O:51])[NH:14][C:15]2[CH:16]=[C:17]3[C:21](=[CH:22][CH:23]=2)[N:20](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[N:19]=[C:18]3[C:43]2[CH:48]=[CH:47][N:46]=[C:45]([O:49][CH3:50])[CH:44]=2)[CH2:9]1)=O)(C)(C)C.C([SiH](CC)CC)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:50][O:49][C:45]1[CH:44]=[C:43]([C:18]2[C:17]3[C:21](=[CH:22][CH:23]=[C:15]([NH:14][C:13]([C:10]4([O:52][CH3:53])[CH2:11][CH2:12][NH:8][CH2:9]4)=[O:51])[CH:16]=3)[NH:20][N:19]=2)[CH:48]=[CH:47][N:46]=1

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 673434733-Methoxy-3-[3-(2-methoxy-pyridin-4-yl)-1-trityl-1H-indazol-5-ylcarbamoyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

生成物 1

HCID 673452223-Methoxy-pyrrolidine-3-carboxylic acid [3-(2-methoxy-pyridin-4-yl)-1H-indazol-5-yl]-amide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To the stirred solution 3-Methoxy-3-[3-(2-methoxy-pyridin-4-yl)-1-trityl-1H-indazol-5-ylcarbamoyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 7BV (2.95 g, 4.16 mmole) in DCM (50 mL) at r.t. was added triethylsilane (1.00 ml, 6.24 mmole) followed by TFA (10 mL). The mixture was stirred at r.t. under dry N2 gas for 4-5 hours. The mixture was evaporated to dryness and co-evaporated with dry toluene (2×75 mL). The resulting crude solid was purified on RediSep 120 g cartridge eluting with 2.5%-6% 2M NH3-MeOH/CH2Cl2 to yield an off-white solid 8BV (1.23 g, 80%).

後処理

  1. customThe mixture was evaporated to dryness and co-evaporated with dry toluene (2×75 mL)
  2. customThe resulting crude solid was purified on RediSep 120 g cartridge
  3. washeluting with 2.5%-6% 2M NH3-MeOH/CH2Cl2
  4. customto yield an off-white solid 8BV (1.23 g, 80%)

出典と根拠

ORDレコード
ord-5325f27f4a95453fb81f546b2185e492
出典データセット
uspto-grants-2014_05
特許番号
US08716483B2

反応ノート

読み込み中…