Diisopropylethylamine → HCID 59312978, compound

HRID 2171588Notes

Reaction equation

HRID 2171588 reaction equation
Cl[C:2]1[N:7]2[N:8]=[C:9]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[N:10]=[C:6]2[CH:5]=[C:4]([C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=2)[N:3]=1.Cl.Cl.[NH2:28][C:29]1[C:34]([C:35]#[N:36])=[CH:33][CH:32]=[C:31]([NH:37][CH2:38][CH2:39][NH2:40])[N:30]=1.CCN(C(C)C)C(C)C>CS(C)=O>[NH2:28][C:29]1[N:30]=[C:31]([NH:37][CH2:38][CH2:39][NH:40][C:2]2[N:7]3[N:8]=[C:9]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[N:10]=[C:6]3[CH:5]=[C:4]([C:16]3[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=3)[N:3]=2)[CH:32]=[CH:33][C:34]=1[C:35]#[N:36]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 59313005HCID 59313005, compoundHCID 66911325HCID 66911325, compound

Product 1

HCID 59312978HCID 59312978, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

200 mg (0.52 mmol) of ethyl 5-chloro-7-(4-trifluoromethylphenyl)[1,2,4]triazolo[1,5-c]pyrimidine-2-carboxylate (Example 149A) and 133 mg (0.62 mmol) of 2-amino-6-[(2-aminoethyl)amino]pyridine-3-carbonitrile dihydrochloride (Example 111A) are introduced into DMSO (2 ml), 0.54 ml (3.1 mmol) of DIEA is added, and the reaction solution is irradiated in a microwave reactor at 90° C. for 30 min. The reaction mixture is purified by preparative HPLC. 98 mg (38% of theory) of the product are obtained as a solid.

Workup

  1. additionis added
  2. customthe reaction solution is irradiated in a microwave reactor at 90° C. for 30 min
  3. customThe reaction mixture is purified by preparative HPLC
  4. custom98 mg (38% of theory) of the product are obtained as a solid

Sources & evidence

ORD record
ord-ae642aadbeaf490495686dda3987f952
Source dataset
uspto-grants-2015_06
Patent number
US09051323B2

Reaction notes

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