Methyl chloroformate → HCID 86609220, compound

HRID 1694735Notes

Reaction equation

HRID 1694735 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:11]=[CH:10][C:9]=2[O:18][CH2:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])=[C:4]([Cl:27])[CH:3]=1.C(N(CC)CC)C.Cl[C:36]([O:38][CH3:39])=[O:37]>C(Cl)Cl>[Cl:27][C:4]1[CH:3]=[C:2]([NH:1][C:36]([O:38][CH3:39])=[O:37])[CH:7]=[CH:6][C:5]=1[C:8]1[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:11]=[CH:10][C:9]=1[O:18][CH2:19][C:20]([O:22][C:23]([CH3:24])([CH3:26])[CH3:25])=[O:21]

Participants

5

Reactant 3

HCID 6586Methyl chloroformate2×HCID 8471Triethylamine2×HCID 86609221HCID 86609221, compound

Product 1

HCID 86609220HCID 86609220, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product from step (iii) (0.07 g) was dissolved in DCM (5 ml), triethylamine (0.024 ml) added, followed by methyl chloroformate (0.013 ml) and stirred for 20 h. Further triethylamine (0.024 ml) and methyl chloroformate (0.013 ml) were added three times over to achieve complete reaction. The solvent was removed by evaporation to give the crude product which was carried forward to step (v) without characterisation.

Workup

  1. customreaction
  2. customThe solvent was removed by evaporation

Sources & evidence

ORD record
ord-6d40990973bd4d85a09fffaaad1a6121
Source dataset
uspto-grants-2012_04
Patent number
US08158820B2

Reaction notes

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