Acetic Acid → HCID 86719121, compound

HRID 572946Notes

Reaction equation

HRID 572946 reaction equation
[C@H:1]1([C:12]2[S:16][C:15]([NH2:17])=[N:14][N:13]=2)[CH2:5][CH2:4][C@H:3]([C:6]2[S:10][C:9]([NH2:11])=[N:8][N:7]=2)[CH2:2]1.[C:18]([OH:21])(=O)[CH3:19].[CH3:22]N(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(C(C)C)C(C)C)C>CN(C)C=O>[NH2:11][C:9]1[S:10][C:6]([C@H:3]2[CH2:22][CH2:4][CH2:5][C@H:1]([C:12]3[S:16][C:15]([NH:17][C:18](=[O:21])[CH3:19])=[N:14][N:13]=3)[CH2:2]2)=[N:7][N:8]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 86719122HCID 86719122, compound

Product 1

HCID 86719121HCID 86719121, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 5,5′-((1S,3S)-cyclopentane-1,3-diyl)bis(1,3,4-thiadiazol-2-amine) (200 mg, 0.71 mmol), acetic acid (42.5 mg, 0.71 mmol), HATU (260.0 mg, 0.71 mmol), and N-ethyl-N-isopropylpropan-2-amine (110.0 mg, 0.85 mmol) in N,N-dimethylformamide (10 ml) was stirred at room temperature overnight. The mixture evaporated in vacuum to dryness. The residue was purified by a standard method to afford desired compound. LC-MS: m/z (M+H)=325.4

Workup

  1. customThe mixture evaporated in vacuum to dryness
  2. customThe residue was purified by a standard method

Sources & evidence

ORD record
ord-a9f5afbd30524edab1f6c0a33cdc1a03
Source dataset
uspto-grants-2015_05
Patent number
US09029531B2

Reaction notes

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