1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 5-({[(4-bromo-2,6-dichlorophenyl)sulfonyl](methyl)amino}methyl)-N-[4-(pyrrolidin-1-ylmethyl)benzyl]furan-3-carboxamide

HRID 469005ノート

反応式

HRID 469005 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([S:9]([N:12]([CH2:14][C:15]2[O:19][CH:18]=[C:17]([C:20]([OH:22])=O)[CH:16]=2)[CH3:13])(=[O:11])=[O:10])=[C:4]([Cl:23])[CH:3]=1.CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.[N:45]1([CH2:50][C:51]2[CH:56]=[CH:55][C:54]([CH2:57][NH2:58])=[CH:53][CH:52]=2)[CH2:49][CH2:48][CH2:47][CH2:46]1>CN(C=O)C>[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([S:9]([N:12]([CH2:14][C:15]2[O:19][CH:18]=[C:17]([C:20]([NH:58][CH2:57][C:54]3[CH:53]=[CH:52][C:51]([CH2:50][N:45]4[CH2:49][CH2:48][CH2:47][CH2:46]4)=[CH:56][CH:55]=3)=[O:22])[CH:16]=2)[CH3:13])(=[O:11])=[O:10])=[C:4]([Cl:23])[CH:3]=1

参加物

6

反応物 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 49628544-(Pyrrolidin-1-ylmethyl)benzylamineHCID 583934255-({[(4-Bromo-2,6-dichlorophenyl)sulfonyl](methyl)amino}methyl)furan-3-carboxylic acid

生成物 1

HCID 461752845-({[(4-bromo-2,6-dichlorophenyl)sulfonyl](methyl)amino}methyl)-N-[4-(pyrrolidin-1-ylmethyl)benzyl]furan-3-carboxamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a stirred solution of 5-({[(4-bromo-2,6-dichlorophenyl)sulfonyl](methyl)amino}methyl)furan-3-carboxylic acid (40 mg, 0.09 mmol), EDCI (23 mg, 0.12 mmol) and HOBt (15 mg, 0.11 mmol) in DMF (3 mL) was added 1-[4-(pyrrolidin-1-ylmethyl)phenyl]methanamine (17 mg, 0.09 mmol). The reaction was stirred at ambient temperature for 3 days, then absorbed on to an Isolute SCX-2 cartridge, washing with MeOH and eluting the product with 7M NH3 in MeOH. The filtrate was concentrated in vacuo and a portion of the crude product purified using prep method C.

後処理

  1. customabsorbed on to an Isolute SCX-2 cartridge
  2. washwashing with MeOH
  3. washeluting the product with 7M NH3 in MeOH
  4. concentrationThe filtrate was concentrated in vacuo
  5. customa portion of the crude product purified

出典と根拠

ORDレコード
ord-324fba865f1c4e49bc7aa907919aba5a
出典データセット
uspto-grants-2014_01
特許番号
US08623859B2

反応ノート

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