Triethylamine → 3-Chloropropane-1-sulfonic acid [2-(4-cyclopropylpiperazin-1-yl)benzothiazol-6-ylmethyl]amide

To a solution of 6-aminomethyl-2-(4-cyclopropylpiperazin-1-yl)benzothiazole (500 mg, 1.74 mmol) in CH2Cl2 (15 mL) was added triethylamine (879 mg, 8.2 mmol). The mixture was stirred at 0° C. for 5 min and then 3-chloropropane-1-sulfonyl chloride (308 mg, 1.74 mmol) was added dropwise. The mixture was stirred at 0° C. for 1 h and then allowed gradually to reach rt. Then the mixture was stirred for another 1 h at rt. The volatiles were evaporated and the residue was extracted with CH2Cl2. This afforded a crude product, which was purified by column chromatography on silica gel (elute: 5% CH2Cl2 in methanol) to give 3-chloro-propane-1-sulfonic acid [2-(4-cyclopropylpiperazin-1-yl)benzothiazol-6-ylmethyl]amide 300 mg (39.5%).

1. stirringThe mixture was stirred at 0° C. for 1 h
2. customto reach rt
3. stirringThen the mixture was stirred for another 1 h at rt
4. customThe volatiles were evaporated
5. extractionthe residue was extracted with CH2Cl2
6. customThis afforded a crude product, which
7. customwas purified by column chromatography on silica gel (elute: 5% CH2Cl2 in methanol)

ORDレコード

ord-ea890786ddab43d8aed689fd09668c11

出典データセット

uspto-grants-2013_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08394842B2