Triethylamine → HCID 69038124, compound

HRID 902191Notes

Reaction equation

HRID 902191 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][N:9]=[C:8]2[C:14]([OH:16])=O)=[O:4].[NH2:17][C:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH2:29][CH2:28][O:27][CH2:26][C:25]2=[O:30])=[CH:20][CH:19]=1.C1N(P(Cl)(N2C(=O)OCC2)=O)C(=O)OC1.CCN(CC)CC>C(Cl)Cl>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][N:9]=[C:8]2[C:14](=[O:16])[NH:17][C:18]1[CH:19]=[CH:20][C:21]([N:24]2[CH2:29][CH2:28][O:27][CH2:26][C:25]2=[O:30])=[CH:22][CH:23]=1)=[O:4]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 152842Bis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 111948544-(4-Aminophenyl)morpholin-3-oneHCID 690376921H-Indazole-3,5-dicarboxylic acid 5-methyl ester

Product 1

HCID 69038124HCID 69038124, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 60 mg 1H-Indazole-3,5-dicarboxylic acid 5-methyl ester and 52 mg 4-(4-Amino-phenyl)-morpholin-3-one in 2 mL DCM, 68 mg BOP-Cl and 0.15 mL NEt3 were added and the mixture was stirred for 16 h at RT. Then after the reaction mixture was diluted with 20 mL DCM, the solution was washed with 15 mL of water. The organic phase was dried over MgSO4 and after filtration concentrated under reduced pressure. The crude product was subjected to the next reaction step without further purification. Yield: 71 mg.

Workup

  1. washthe solution was washed with 15 mL of water
  2. dry with materialThe organic phase was dried over MgSO4
  3. filtrationafter filtration
  4. concentrationconcentrated under reduced pressure
  5. customThe crude product was subjected to the next reaction step without further purification

Sources & evidence

ORD record
ord-0e7cedc0c4b246ff9ac65de1cc8cd5f2
Source dataset
uspto-grants-2008_04
Patent number
US07365088B2

Reaction notes

Loading…