5-Isopropyl-1,3,4-thiadiazol-2-amine → N-[5-(5-Isopropyl-[1,3,4]thiadiazol-2-ylsulfamoyl)-indan-2-yl]-acetamide

HRID 1432532Notes

Reaction equation

[C:1]([NH:4][CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([S:14](Cl)(=[O:16])=[O:15])[CH:11]=2)[CH2:6]1)(=[O:3])[CH3:2].[CH:18]([C:21]1[S:25][C:24]([NH2:26])=[N:23][N:22]=1)([CH3:20])[CH3:19]>N1C=CC=CC=1.CN(C)C1C=CN=CC=1>[CH:18]([C:21]1[S:25][C:24]([NH:26][S:14]([C:10]2[CH:11]=[C:12]3[C:7](=[CH:8][CH:9]=2)[CH2:6][CH:5]([NH:4][C:1](=[O:3])[CH3:2])[CH2:13]3)(=[O:16])=[O:15])=[N:23][N:22]=1)([CH3:20])[CH3:19]

Participants

Conditions

Temperature: 60 °C

Procedure

2-Acetylamino-indan-5-sulfonyl chloride (500 mg) was dissolved in 5 ml of pyridine and a catalytic amount of 4-dimethylamino pyridine was added. After addition of 262 mg of 5-isopropyl-[1,3,4]thiadiazol-2-ylamine the mixture was stirred at 60° C. for 1 hour followed by evaporation. The resulting crude material was purified by column chromatography (silica gel, eluent: dichloromethane:methanol=95:5).

Workup

customfollowed by evaporation
customThe resulting crude material was purified by column chromatography (silica gel, eluent: dichloromethane:methanol=95:5)

Sources & evidence

ORD record: ord-ee159bc95827477e88e26ff5296e81ef
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07612104B2

Reaction notes

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