Diisopropylethylamine → HCID 72705092, compound

HRID 1054990Notes

Reaction equation

HRID 1054990 reaction equation
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)C(C)C)(C)C.[CH3:34][N:35]1[C:39]([CH2:40][CH2:41][C:42](O)=O)=[N:38][C:37]([N:45]2[CH2:49][CH2:48][CH2:47][CH2:46]2)=[N:36]1.CC1C=C(C)C=C(C)C=1S([O-])(=O)=O.[NH2:63][N:64]1[C:69](=[NH2+:70])[C:68]([CH3:71])=[CH:67][N:66]=[C:65]1[CH2:72][CH3:73]>CN(C)C=O>[CH2:72]([C:65]1[N:64]2[N:63]=[C:42]([CH2:41][CH2:40][C:39]3[N:35]([CH3:34])[N:36]=[C:37]([N:45]4[CH2:49][CH2:48][CH2:47][CH2:46]4)[N:38]=3)[N:70]=[C:69]2[C:68]([CH3:71])=[CH:67][N:66]=1)[CH3:73]

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 83891736HCID 83891736, compoundHCID 178437625HCID 178437625, compound

Product 1

HCID 72705092HCID 72705092, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

HATU (40.5 mg, 106 μmol, Eq: 1.5) and N,N-diisopropylethylamine (27.5 mg, 37.2 μL, 213 μmol, Eq: 3) were added to 3-(1-methyl-3-(pyrrolidin-1-yl)-1H-1,2,4-triazol-5-yl)propanoic acid in dimethylformamide (1 ml). The mixture was stirred for 10 min at room temperature. 3-Amino-2-ethyl-5-methylpyrimidin-4(3H)-iminium 2,4,6-trimethylbenzenesulfonate was added, and the mixture was stirred at 100° C. for 1 h. The product (2.7 mg, 100%) was obtained as a white solid after purification by preparative HPLC.

Workup

  1. stirringthe mixture was stirred at 100° C. for 1 h

Sources & evidence

ORD record
ord-c6c26a9aba0e4eea8867e749b38899d4
Source dataset
uspto-grants-2016_07
Patent number
US09394311B2

Reaction notes

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