Hydrochloric Acid → HCID 22144656, compound

HRID 1825000Notes

Reaction equation

HRID 1825000 reaction equation
[CH3:1][C:2]([CH3:26])([CH3:25])[CH2:3][C:4]([NH:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[N:12]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:11]([C:22](O)=[O:23])=[CH:10]2)=[O:5].CN(C)CCCN=C=NCC.Cl.[NH2:39][C:40]1[CH:45]=[CH:44][C:43]([NH:46][C:47](=[O:53])[O:48][C:49]([CH3:52])([CH3:51])[CH3:50])=[CH:42][CH:41]=1>CN(C)C1C=CN=CC=1.ClCCl>[CH3:25][C:2]([CH3:1])([CH3:26])[CH2:3][C:4]([NH:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[N:12]([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[C:11]([C:22]([NH:39][C:40]1[CH:41]=[CH:42][C:43]([NH:46][C:47](=[O:53])[O:48][C:49]([CH3:51])([CH3:50])[CH3:52])=[CH:44][CH:45]=1)=[O:23])=[CH:10]2)=[O:5]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 688611tert-Butyl (4-aminophenyl)carbamateHCID 22144623HCID 22144623, compound

Product 1

HCID 22144656HCID 22144656, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

75 mg (0.21 mmol) of 5-[(3,3-dimethylbutanoyl)amino]-1-phenyl-1H-indole-2-carboxylic acid from Example LIX, 61.55 mg (0.32 mmol) of N′-(3-dimethylaminopropyl)-N-ethylcarbodiimide×HCl and 13.1 mg (0.11 mmol) of 4-dimethylaminopyridine are initially charged in 4 ml of dichloromethane. 44.6 mg (0.21 mmol) of tert-butyl 4-aminophenylcarbamate are added, and the mixture is stirred at RT for 3 hours. For work-up, the mixture is diluted and extracted with aqueous hydrochloric acid and dichloromethane. The organic phase is dried with sodium sulphate, filtered and dried under reduced pressure.

Workup

  1. additionFor work-up, the mixture is diluted
  2. extractionextracted with aqueous hydrochloric acid and dichloromethane
  3. dry with materialThe organic phase is dried with sodium sulphate
  4. filtrationfiltered
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-a77f372e8f7240ddbfe96f30e57d8fdd
Source dataset
uspto-grants-2006_05
Patent number
US07045544B2

Reaction notes

Loading…