Triethylamine → 2'-Chloro-5'-(cyclohexanecarbonyl-amino)-biphenyl-4-carboxylic acid [4-(4-methyl-piperazin-1-ylmethyl)-phenyl]-amide

HRID 1678510ノート

反応式

HRID 1678510 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[O:10])=[CH:4][C:3]=1[C:17]1[CH:22]=[CH:21][C:20]([C:23]([OH:25])=O)=[CH:19][CH:18]=1.[CH3:26][N:27]1[CH2:32][CH2:31][N:30]([CH2:33][C:34]2[CH:39]=[CH:38][C:37]([NH2:40])=[CH:36][CH:35]=2)[CH2:29][CH2:28]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C>CN(C=O)C>[CH3:26][N:27]1[CH2:32][CH2:31][N:30]([CH2:33][C:34]2[CH:39]=[CH:38][C:37]([NH:40][C:23]([C:20]3[CH:21]=[CH:22][C:17]([C:3]4[CH:4]=[C:5]([NH:8][C:9]([CH:11]5[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]5)=[O:10])[CH:6]=[CH:7][C:2]=4[Cl:1])=[CH:18][CH:19]=3)=[O:25])=[CH:36][CH:35]=2)[CH2:29][CH2:28]1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 31539964-((4-Methylpiperazin-1-yl)methyl)anilineHCID 598223462'-Chloro-5'-(cyclohexanecarbonyl-amino)-biphenyl-4-carboxylic acid

生成物 1

HCID 673712242'-Chloro-5'-(cyclohexanecarbonyl-amino)-biphenyl-4-carboxylic acid [4-(4-methyl-piperazin-1-ylmethyl)-phenyl]-amide収率 32.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 2′-Chloro-5′-(cyclohexanecarbonyl-amino)-biphenyl-4-carboxylic acid (103 mg), 4-(4-methyl-piperazin-1-ylmethyl)-phenylamine (59 mg) and HBTU (148 mg) in dry DMF (10 ml) containing triethylamine (362 μl) was stirred at room temp for 18 h. Most of the DMF was evaporated and the residue diluted with water. The resulting solid was collected by filtration. This material was then purified by reverse phase Prep HPLC giving the title compound as a yellow solid (51 mg)

後処理

  1. customMost of the DMF was evaporated
  2. additionthe residue diluted with water
  3. filtrationThe resulting solid was collected by filtration
  4. customThis material was then purified by reverse phase Prep HPLC

出典と根拠

ORDレコード
ord-f65289ecdf12435ebe8487ff42e309ac
出典データセット
uspto-grants-2011_08
特許番号
US08008303B2

反応ノート

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