참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Potassium Carbonate | HCID 11430 | — |
| 반응물 | Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1) | HCID 77210 | — |
| 반응물 | Di-tert-butyl dicarbonate | HCID 90495 | — |
| 반응물 | 4-Amino-1-naphthol hydrochloride | HCID 2723858 | — |
| 반응물 | tert-Butyl (4-hydroxynaphthalen-1-yl)carbamate | HCID 10923237 | — |
| 반응물 | Butyllithium | HCID 178418339 | — |
| 용매 | Acetonitrile | HCID 6342 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 4-(2-Morpholinoethoxy)naphthalen-1-amine | HCID 11043912 | — |
반응 단계
4-Amino-1-naphthol hydrochloride (40) can be neutralized with a base, such as n-butyl lithium, in a non-protic solvent, such as THF, and reacted with di-tert-butyl dicarbonate ((BOC)2O) at temperatures between −78 −25° C. The product, 4-tert-butyloxycarbonylamino-1-naphthol (41) can be alkylated with 4-(2-chloroethyl)morpholine hydrochloride in a non-protic solvent, such as acetonitrile, with a base, such as powdered potassium carbonate, at temperatures between 60-80° C. Purification of the product 4-tert-butyloxycarbonylamino-1-(2-(morpholin-4-yl)ethoxy)naphthalene (42) can be accomplished by silica gel chromatography. Removal of the BOC-protecting group can be accomplished with HCl in a non-protic solvent, such as dioxane, to furnish 1-amino-4-(2-(morpholin-4-yl)ethoxy)naphthalene (39) as the hydrochloride salt.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US06297381B1 |
|---|
| 출처 데이터셋 | uspto-grants-2001_10 |
|---|
| ORD ID | ord-844f0f60a1534f33862cdc29d3c2f42a |
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| 출처 메모 | uspto-grants-2001_10 |
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