Water → HCID 86760649, compound

HRID 902185Notes

Reaction equation

HRID 902185 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([OH:12])=O)=[N:2]1.[NH2:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]([N:22]2[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]2)=[O:21])=[CH:16][CH:15]=1.C1N(P(Cl)(N2C(=O)OCC2)=O)C(=O)OC1.O>C(Cl)Cl.CCN(CC)CC>[N:22]1([C:20]([C:17]2[CH:16]=[CH:15][C:14]([NH:13][C:10]([C:3]3[C:4]4[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=4)[NH:1][N:2]=3)=[O:12])=[CH:19][CH:18]=2)=[O:21])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1

Participants

7

Reactant 4

HCID 962WaterHCID 78250Indazole-3-carboxylic acidHCID 152842Bis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 577812(4-Aminophenyl)(piperidin-1-yl)methanone

Product 1

HCID 86760649HCID 86760649, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8471TriethylamineSolvent

Procedure

To a solution of 100 mg 1H-indazole-3-carboxylic acid in 2 mL DCM and 0.3 mL NEt3, 125 mg (4-Amino-phenyl)-piperidin-1-yl-methanone and 157 mg BOP-Cl were added at RT and the mixture was stirred for 16 h. After the addition of 5 mL water the mixture was filtered through a chem elut® cartridge by elution with ethyl acetate and then concentrated under reduced pressure. The residue was directly subjected to the subsequent alkylation reaction without further purification.

Workup

  1. filtrationwas filtered through a chem elut® cartridge by elution with ethyl acetate
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was directly subjected to the subsequent alkylation reaction without further purification

Sources & evidence

ORD record
ord-43530b380b15446e8ccb872f80783d4b
Source dataset
uspto-grants-2008_04
Patent number
US07365088B2

Reaction notes

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