Diisopropylethylamine → HCID 25165395, compound

HRID 1098746Notes

Reaction equation

HRID 1098746 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:16])[CH2:12][C:13]([OH:15])=O)=[CH:6][CH:5]=1)(=[NH:3])[NH2:2].[N:17]1[CH:22]=[CH:21][C:20]([CH2:23][O:24][C:25]2[CH:30]=[CH:29][C:28]([CH:31]([NH2:33])[CH3:32])=[CH:27][C:26]=2[C:34]([F:37])([F:36])[F:35])=[CH:19][CH:18]=1.C(N(CC)C(C)C)(C)C>CN(C=O)C>[C:1]([C:4]1[CH:5]=[CH:6][C:7]([NH:10][C:11](=[O:16])[CH2:12][C:13]([NH:33][CH:31]([C:28]2[CH:29]=[CH:30][C:25]([O:24][CH2:23][C:20]3[CH:19]=[CH:18][N:17]=[CH:22][CH:21]=3)=[C:26]([C:34]([F:37])([F:35])[F:36])[CH:27]=2)[CH3:32])=[O:15])=[CH:8][CH:9]=1)(=[NH:3])[NH2:2]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 25164597HCID 25164597, compound2×HCID 59506171HCID 59506171, compound

Product 1

HCID 25165395HCID 25165395, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

134.1 mg (0.4 mmol) of N-(4-carbamimidoyl-phenyl)-malonamic acid*trifluoro-acetic acid salt (intermediate 4) was dissolved in absolute DMF and to this solution 118.5 mg (0.4 mmol) of the amine from step 2, 509 mg (0.8 mmol) 1-propane-phoshonic-acid-anhydride and 51.7 mg (0.4 mmol) N,N-diisopropy-ethyl-amine were added. After stirring for 24 h at ambient temperature the reaction mixture was filtered, evaporated to dryness and purified by preparative HPLC. Yield 45 mg (18%), colourless crystals.

Workup

  1. additionwere added
  2. filtrationwas filtered
  3. customevaporated to dryness
  4. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-5a08bdf3ca43425d9f7d0c270ddaf83a
Source dataset
uspto-grants-2012_03
Patent number
US08143242B2

Reaction notes

Loading…