Trifluoroacetic acid → 2-Bromo-N-(2,4-dihydroxy-butoxy)-5-(2-fluoro-4-iodo-phenylamino)-isonicotinamide

HRID 218936ノート

反応式

HRID 218936 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([C:17]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([I:27])=[CH:23][C:22]=2[F:28])=[CH:18][N:19]=1)[C:5]([NH:7][O:8][CH2:9][C@H:10]1[CH2:14]OC(C)(C)[O:11]1)=[O:6].FC(F)(F)[C:31](O)=[O:32].CCOC(C)=O>ClCCl>[Br:1][C:2]1[CH:3]=[C:4]([C:17]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([I:27])=[CH:23][C:22]=2[F:28])=[CH:18][N:19]=1)[C:5]([NH:7][O:8][CH2:9][CH:10]([OH:11])[CH2:14][CH2:31][OH:32])=[O:6]

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 8857Ethyl AcetateHCID 866291922-bromo-N-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-5-[(2-fluoro-4-iodophenyl)-amino]isonicotinamide

生成物 1

HCID 866291932-Bromo-N-(2,4-dihydroxy-butoxy)-5-(2-fluoro-4-iodo-phenylamino)-isonicotinamide収率 56%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

2-Bromo-N-(2,4-dihydroxy-butoxy)-5-(2-fluoro-4-iodo-phenylamino)-isonicotinamide was synthesized as described in General method 3: To a solution of 2-bromo-N-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-5-[(2-fluoro-4-iodophenyl)amino]-isonicotinamide (100.0 mg, 0.18 mmol) in dichloromethane (1 ml) was added trifluoroacetic acid (1 ml) at RT. The reaction mixture was stirred at RT for 30 min, and monitored by TLC (Hex:EtOAc=1:1 and contain TEA). Upon completion, the volatiles were evaporated, and the residue was dissolved in dichloromethane, washed with 5% aq. NaHCO3 to get a precipitate. The residue was filtered, washed with water, and dried to get 53 mg (56%) of 2-Bromo-N-(2,4-dihydroxy-butoxy)-5-(2-fluoro-4-iodo-phenylamino)-isonicotinamide. LC/MS: [8.76 min, 541 (M+1)]

後処理

  1. custom2-Bromo-N-(2,4-dihydroxy-butoxy)-5-(2-fluoro-4-iodo-phenylamino)-isonicotinamide was synthesized
  2. customUpon completion, the volatiles were evaporated
  3. dissolutionthe residue was dissolved in dichloromethane
  4. washwashed with 5% aq. NaHCO3
  5. customto get a precipitate
  6. filtrationThe residue was filtered
  7. washwashed with water
  8. customdried

出典と根拠

ORDレコード
ord-ec5a90008fd14800a88bc3cc640b11db
出典データセット
uspto-grants-2012_06
特許番号
US08198457B2

反応ノート

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