HCID 86705043, compound → HCID 86705046, compound

HRID 1477882Notes

Reaction equation

HRID 1477882 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:13]2[C:21]3[C:16](=[C:17]([NH:22][C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])[CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14]2)([CH2:11][CH3:12])[CH:9]=O)=[CH:4][CH:3]=1.[N+](=[C:32](P(=O)(OC)OC)C(=O)C)=[N-]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:13]2[C:21]3[C:16](=[C:17]([NH:22][C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])[CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14]2)([CH2:11][CH3:12])[C:9]#[CH:32])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 86705043HCID 86705043, compoundHCID 136023029(1E)-1-diazo-1-dimethoxyphosphorylpropan-2-one

Product 1

HCID 86705046HCID 86705046, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of tert-butyl 1-(2-(4-chlorophenyl)-1-oxobutan-2-yl)-1H-indol-4-ylcarbamate (500 mg, 1.21 mmol), as described in Example 21 Step B, and dimethyl 1-diazo-2-oxopropylphosphonate (244 mg, 1.27 mmol) in MeOH (10 mL) was stirred at rt for 4 hours. After removing the solvent in vacuo, the residue was purified via column chromatography (0-30% EtOAc/hexanes) to provide the title compound.

Workup

  1. customAfter removing the solvent in vacuo
  2. customthe residue was purified via column chromatography (0-30% EtOAc/hexanes)

Sources & evidence

ORD record
ord-fe6b1a23cca84ed09ef08056e244c02e
Source dataset
uspto-grants-2016_08
Patent number
US09403807B2

Reaction notes

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