HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846770Generated: November 2, 2026
Water → N-(3-(3-bromopyridin-2-yloxy)cyclobutyl)benzo[d]thiazol-2-amine
https://huagongshe.com/reaction/1846770
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | 2-Chlorobenzothiazole | HCID 11987 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-((3-Bromopyridin-2-yl)oxy)cyclobutanamine hydrochloride | HCID 67478726 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | N-(3-(3-bromopyridin-2-yloxy)cyclobutyl)benzo[d]thiazol-2-amine | HCID 58548561 | 60% |
Reaction Steps
A mixture of 3-((3-bromopyridin-2-yl)oxy)cyclobutanamine hydrochloride (242 mg, 1 mmol), 2-chloro-benzothiazole (169 mg, 1 mmol) and DIEA (286 mg, 2 mmol) in NMP (10 mL) was heated to 180° C. for 2 hours in microwave. The reaction mixture was added water, extracted with EtOAc (40 mL), washed with brine and dried over Na2SO4. The organic layers were concentrated and purified by column chromatography to give N-(3-((3-bromopyridin-2-yl)oxy)cyclobutyl)benzo[d]thiazol-2-amine (225 mg, 0.6 mmol, yield 60%). ESI-MS (M+1): 376 calc. for C16H14BrN3OS 375.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08952037B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-d646af6446424e1d8bb8d1728370f53e |
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| Source note | uspto-grants-2015_02 |
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