Adding a certain compound to certain chemical reactions, such as: 250275-15-1, name is cis-2-Boc-Hexahydropyrrol[3,4-c]pyrrole, belongs to amides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 250275-15-1, Computed Properties of C11H20N2O2
Step 3: (3aR,6a5)-tert-l3utyl 5-(5-(2-chloro-4-(1H-pyrazol-4-yl)phenyl)- 1 ,3,4-thiadiazol-2-yl)hexahy- dropyrrolo[3,4-c]pyrrole-2(1 H)-carboxylate10432] 5-(2-Chloro-4-(1 H-pyrazol-4-yl)phenyl)- 1,3,4-thiadiazol-2-amine (250 mg, 0.9 mmol) was added, portion- wise over about 5 minutes, to a stirred solution of Cu13r2 (241 mg, 1.08 mmol) and tert-butyl nitrite (139mg, 1.35 mmol) in MeCN (5 mE) under nitrogen atmosphere. On completion of the addition, the reaction mixture was lefi to stir at room temperature for 18 hours. The reaction mixture was quenched by addition of saturated NH4C1Q,q) and extracted with EtOAc. The organic phase was separated and concentrated in vacuo to afford 2-bromo-5-(2-chloro-4-(1 H-pyrazol-4-yl)phenyl)-1,3,4-thiadiazole a brown solid, which was used without further purification. A degassed reaction mixture of 2-bromo-5-(2- chioro-4-(1H-pyrazol-4-yl)phenyl)-1 ,3,4-thiadiazole (40 mg, 0.117 mmol), cis-2-boc-hexahydropyrollo[3,4-c]pyrrole (24.86 mg, 0.117 mmol), potassium fluoride (7.48 mg, 0.129 mmol), 1 8-crown-6 (30.9 mg, 0.117 mmol) and DIEA (0.041 ml, 0.234 mmol) in NMP (1 mE) was heated under microwave irradiation at 190 C. for 1 h. Afier cooling to RT, the mixture was filtered through celite, washed with MeOH, and the filtrate was concentrated. The residue was dissolved in DMSO and purified by preparative HPEC under basic conditions to give (3aR,6a5)-tert-butyl 5-(5-(2-chloro-4-(1H-pyra- zol-4-yl)phenyl)-1 ,3,4-thiadiazol-2-yl)hexahydropyrrolo[3, 4-c]pyrrole-2(1H)-carboxylate (10 mg, MS: 473.0 [M+H+].)
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Reference:
Patent; NOVARTIS AG; AXFORD, Jake; DALES, Natalie; SUNG, Moo Je; US2014/206661; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics