Hydrochloric Acid → tert-Butyl 4-({[5-[(3,3-dimethylbutanoyl)amino]-1-(2-fluorobenzyl)-1H-indol-2-yl]-carbonyl}amino)phenylcarbamate

HRID 1824987ノート

反応式

HRID 1824987 の反応式
[CH3:1][C:2]([CH3:28])([CH3:27])[CH2:3][C:4]([NH:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[F:23])[C:11]([C:24]([OH:26])=O)=[CH:10]2)=[O:5].CN(C)CCCN=C=NCC.Cl.[NH2:41][C:42]1[CH:47]=[CH:46][C:45]([NH:48][C:49](=[O:55])[O:50][C:51]([CH3:54])([CH3:53])[CH3:52])=[CH:44][CH:43]=1>CN(C)C1C=CN=CC=1.CN(C=O)C>[CH3:1][C:2]([CH3:27])([CH3:28])[CH2:3][C:4]([NH:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[F:23])[C:11]([C:24]([NH:41][C:42]1[CH:43]=[CH:44][C:45]([NH:48][C:49](=[O:55])[O:50][C:51]([CH3:53])([CH3:52])[CH3:54])=[CH:46][CH:47]=1)=[O:26])=[CH:10]2)=[O:5]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 688611tert-Butyl (4-aminophenyl)carbamateHCID 221446405-[(3,3-Dimethylbutanoyl)amino]-1-(2-fluorobenzyl)-1H-indole-2-carboxylic acid

生成物 1

HCID 22144637tert-Butyl 4-({[5-[(3,3-dimethylbutanoyl)amino]-1-(2-fluorobenzyl)-1H-indol-2-yl]-carbonyl}amino)phenylcarbamate

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6228Dimethylformamide溶媒

実験手順

50 mg (0.13 mmol) of 5-[(3,3-dimethylbutanoyl)amino]-1-(2-fluorobenzyl)-1H-indole-2-carboxylic acid from Example XXXIX, 37.6 mg (0.20 mmol) of N′-(3-dimethylaminopropyl)-N-ethylcarbodiimide×HCl and 8 mg (0.07 mmol) of 4-dimethylaminopyridine are initially charged in DMF. 32.7 mg (0.16 mmol) of tert-butyl 4-aminophenylcarbamate are added, and the mixture is stirred at RT overnight. For work-up, the mixture is diluted and extracted with aqueous hydrochloric acid and dichloromethane. The organic phase is washed with sat. sodium chloride solution, dried with sodium sulphate, filtered and dried under reduced pressure.

後処理

  1. additionFor work-up, the mixture is diluted
  2. extractionextracted with aqueous hydrochloric acid and dichloromethane
  3. washThe organic phase is washed with sat. sodium chloride solution
  4. dry with materialdried with sodium sulphate
  5. filtrationfiltered
  6. customdried under reduced pressure

出典と根拠

ORDレコード
ord-4186d6edcc4b44f086369ab3405273b7
出典データセット
uspto-grants-2006_05
特許番号
US07045544B2

反応ノート

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