Ethyl chloroformate → HCID 24830152, compound

HRID 1160741Notes

Reaction equation

HRID 1160741 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]([CH3:14])=[C:10]([C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:31])[C:23]3[C:28]([F:29])=[CH:27][CH:26]=[CH:25][C:24]=3[F:30])=[CH:17][CH:16]=2)[CH2:9]1)C1C=CC=CC=1.Cl[C:33]([O:35][CH2:36][CH3:37])=[O:34]>C(Cl)Cl>[F:30][C:24]1[CH:25]=[CH:26][CH:27]=[C:28]([F:29])[C:23]=1[C:22]([NH:21][C:18]1[CH:17]=[CH:16][C:15]([C:10]2[CH2:9][N:8]([C:33]([O:35][CH2:36][CH3:37])=[O:34])[CH2:13][CH2:12][C:11]=2[CH3:14])=[CH:20][CH:19]=1)=[O:31]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 24830151HCID 24830151, compound

Product 1

HCID 24830152HCID 24830152, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
110 °C

Procedure

Compound 11 (31 mg, 0.074 mmol) was dissolved in methylene chloride (2 mL) at room temperature. Ethyl chloroformate (14 ul, 2 eq) was added to the solution and it was heated to 110° C. in the microwave for 1 hour. The solvent was removed and the crude mixture was flashed with ethyl acetate/hexane to produce 28.4 mg (97% yield) of Compound 12.

Workup

  1. customThe solvent was removed

Sources & evidence

ORD record
ord-01059a20a3ad4791aa406aec38a2871f
Source dataset
uspto-grants-2010_10
Patent number
US07816535B2

Reaction notes

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