Triethylamine → HCID 70562067, compound

HRID 1477874Notes

Reaction equation

HRID 1477874 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:17]2[C:25]3[C:20](=[C:21]([NH:26][S:27]([CH3:30])(=[O:29])=[O:28])[CH:22]=[CH:23][CH:24]=3)[CH:19]=[CH:18]2)([CH2:15][CH3:16])[C:9](O)([CH3:13])[CH2:10][C:11]#[N:12])=[CH:4][CH:3]=1.C(OC(C(F)(F)F)=O)(C(F)(F)F)=O.C(N(CC)CC)C>CN(C1C=CN=CC=1)C.ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:17]2[C:25]3[C:20](=[C:21]([NH:26][S:27]([CH3:30])(=[O:28])=[O:29])[CH:22]=[CH:23][CH:24]=3)[CH:19]=[CH:18]2)([CH2:15][CH3:16])[C:9]([CH3:13])=[CH:10][C:11]#[N:12])=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 9845Trifluoroacetic anhydrideHCID 68175846HCID 68175846, compound

Product 1

HCID 70562067HCID 70562067, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of the product from Step B (200 mg, 0.449 mmol), TFAA (283 mg, 1.35 mmol), triethylamine (136 mg, 1.35 mmol) and DMAP (165 mg, 1.35 mmol) in dichloromethane (20 mL) was stirred at room temperature for 2 h. The solvent was evaporated and the residue was purified by PREP-TLC eluting with PE/EA (3/1, v/v) to give the title compound as a colorless amorphous solid. LC/MS m/z=450.0 [M+Na]+.

Workup

  1. customThe solvent was evaporated
  2. customthe residue was purified
  3. washby PREP-TLC eluting with PE/EA (3/1

Sources & evidence

ORD record
ord-0900cb94206546c8adb9ac39d679d862
Source dataset
uspto-grants-2016_08
Patent number
US09403807B2

Reaction notes

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