Triphosgene → HCID 90046253, compound

HRID 530691Notes

Reaction equation

HRID 530691 reaction equation
[CH3:1][C:2]1[C:3]([C:9]2[O:13][N:12]=[C:11]([C:14]([F:17])([F:16])[F:15])[N:10]=2)=[C:4]([NH2:8])[S:5][C:6]=1[CH3:7].Cl[C:19](Cl)([O:21]C(=O)OC(Cl)(Cl)Cl)Cl>C1COCC1>[N:8]([C:4]1[S:5][C:6]([CH3:7])=[C:2]([CH3:1])[C:3]=1[C:9]1[O:13][N:12]=[C:11]([C:14]([F:16])([F:17])[F:15])[N:10]=1)=[C:19]=[O:21]

Participants

4

Reactant 2

HCID 94429TriphosgeneHCID 82007626HCID 82007626, compound

Product 1

HCID 90046253HCID 90046253, compoundYield 122.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 4,5-dimethyl-3-(3-trifluoromethyl-[1,2,4]oxadiazol-5-yl)-thiophen-2-ylamine (165 mg, 0.627 mmol, Int1.22) in THF (4 mL) was added triphosgene (149 mg, 0.501 mmol) and the reaction mixture was stirred at 25° C. for 2 h. The solvent was evaporated to yield the desired compound as a colorless solid (178 mg, 98%) which was used in the next step without purification.

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-22620cb2a1e54212901b01f5ada56577
Source dataset
uspto-grants-2016_05
Patent number
US09353102B2

Reaction notes

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