Trifluoroacetic acid → 1-(2-(2-(2-(4-(1-Aminoethyl)phenylamino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide

HRID 592494ノート

反応式

HRID 592494 の反応式
[C:1]([C:4]1([C:7]2[CH:41]=[CH:40][CH:39]=[CH:38][C:8]=2[CH2:9][CH2:10][C:11]2[C:16]([C:17]([F:20])([F:19])[F:18])=[CH:15][N:14]=[C:13]([NH:21][C:22]3[CH:27]=[CH:26][C:25]([CH:28]([NH:30]C(=O)OC(C)(C)C)[CH3:29])=[CH:24][CH:23]=3)[N:12]=2)[CH2:6][CH2:5]1)(=[O:3])[NH2:2].FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:30][CH:28]([C:25]1[CH:24]=[CH:23][C:22]([NH:21][C:13]2[N:12]=[C:11]([CH2:10][CH2:9][C:8]3[CH:38]=[CH:39][CH:40]=[CH:41][C:7]=3[C:4]3([C:1]([NH2:2])=[O:3])[CH2:5][CH2:6]3)[C:16]([C:17]([F:19])([F:20])[F:18])=[CH:15][N:14]=2)=[CH:27][CH:26]=1)[CH3:29]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 73295800tert-Butyl 1-(4-(4-(2-(1-carbamoylcyclopropyl)phenethyl)-5-(trifluoromethyl)pyrimidin-2-ylamino)phenyl)ethylcarbamate

生成物 1

HCID 867123501-(2-(2-(2-(4-(1-Aminoethyl)phenylamino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide収率 81.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of tert-butyl 1-(4-(4-(2-(1-carbamoylcyclopropyl)phenethyl)-5-(trifluoromethyl)pyrimidin-2-ylamino)phenyl)ethylcarbamate 70 (0.11 g, 0.19 mmol) in DCM (4 mL) was added trifluoroacetic acid (2 mL). The mixture was stirred at ambient temperature for 16 hours before the volatiles were removed in vacuo. The crude residue was purified using an SCX conditioned with MeOH, product was eluted off with 2 M ammonia in EtOH) to give the title compound 70A as a cream solid (0.073 g, 81%). LCMS-C: rt 4.48 min; m/z 470 [M+H]+.

後処理

  1. customwere removed in vacuo
  2. customThe crude residue was purified
  3. washwas eluted off with 2 M ammonia in EtOH)

出典と根拠

ORDレコード
ord-4fe429c53cb64e7182bc121bce42c63e
出典データセット
uspto-grants-2016_01
特許番号
US09238644B2

反応ノート

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