Diisopropylethylamine → 2-{2,6-Dichloro-3-[(2-fluoro-2-methyl-propionylamino)-methyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid

HRID 1189706ノート

反応式

HRID 1189706 の反応式
[F:1][C:2]([CH3:7])([CH3:6])[C:3](O)=[O:4].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C.[Cl:39][C:40]1[C:45]([CH2:46][NH2:47])=[CH:44][CH:43]=[C:42]([Cl:48])[C:41]=1[NH:49][C:50]1[N:54]([CH3:55])[C:53]2[CH:56]=[C:57]([N:63]3[CH2:68][CH2:67][CH:66]([C:69]([F:72])([F:71])[F:70])[CH2:65][CH2:64]3)[C:58]([C:60]([OH:62])=[O:61])=[CH:59][C:52]=2[N:51]=1>CN(C=O)C>[Cl:39][C:40]1[C:45]([CH2:46][NH:47][C:3](=[O:4])[C:2]([F:1])([CH3:7])[CH3:6])=[CH:44][CH:43]=[C:42]([Cl:48])[C:41]=1[NH:49][C:50]1[N:54]([CH3:55])[C:53]2[CH:56]=[C:57]([N:63]3[CH2:68][CH2:67][CH:66]([C:69]([F:72])([F:71])[F:70])[CH2:65][CH2:64]3)[C:58]([C:60]([OH:62])=[O:61])=[CH:59][C:52]=2[N:51]=1

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 27828282-Fluoro-2-methylpropanoic acidHCID 679573152-{2,6-Dichloro-3-[aminomethyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid

生成物 1

HCID 866664932-{2,6-Dichloro-3-[(2-fluoro-2-methyl-propionylamino)-methyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

A mixture of 2-fluoroisobutyric acid (191 mg, 1.80 mmol), TBTU (578 mg, 1.80 mmol), DIPEA (1.00 mL, 5.7 mmol) and 10 mL DMF is stirred for 10 min and then the mixture is added to 2-{2,6-dichloro-3-[aminomethyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid (929 mg, 1.80 mmol) in 10 mL DMF and it is stirred overnight. Then the mixture is concentrated and purified via prep HPLC.

後処理

  1. stirringis stirred overnight
  2. concentrationThen the mixture is concentrated
  3. custompurified via prep HPLC

出典と根拠

ORDレコード
ord-f3bad27079534488879a782be23cc20a
出典データセット
uspto-grants-2014_03
特許番号
US08674113B2

反応ノート

読み込み中…