HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49798Generated: October 26, 2026
Hydrochloric Acid → 5-Bromo-2-{4-[3-(isobutylamino)-2-hydroxypropoxy]anilino}-4-(4-methoxyphenoxy)pyrimidine
https://huagongshe.com/reaction/49798
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 5-Bromo-2-{4-[2-hydroxy-3-(N,N-dimethylamino)propoxy]anilino}-4-(4-methoxyphenoxy)pyrimidine | HCID 10163355 | — |
| Reactant | 4-[3-(Isobutylamino)-2-hydroxypropoxy]aniline | HCID 21300397 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 5-Bromo-2-{4-[3-(isobutylamino)-2-hydroxypropoxy]anilino}-4-(4-methoxyphenoxy)pyrimidine | HCID 21300398 | 26% |
Reaction Steps
Ethereal hydrogen chloride (2.0M; 0.57 ml, 1.14 mmol) was added to a solution of 5-bromo-2-chloro-4-(4-methoxyphenoxy)pyrimidine (Method 1, 200 mg, 0.63 mmol) and 4-[3-(isobutylamino)-2-hydroxypropoxy]aniline (Method 10, 136 mg, 0.57 mmol) in NMP (4 ml). The solution was heated at 100° C. for 6 hours and silica (1 g) was added. Volatile material was removed by evaporation and the residue was purified by column chromatography, eluting with 0-10% 2.0M methanolic ammonia solution in DCM, to give the product as a colourless solid (76 mg, 26%). MS (MH+): 517, 519; HPLC (RT): 6.48.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06710052B2 |
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| Source dataset | uspto-grants-2004_03 |
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| ORD ID | ord-4212b4b90fd34d8c9d6c6dceb426ff5f |
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| Source note | uspto-grants-2004_03 |
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