참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Tetrahydrofuran | HCID 8028 | — |
| 반응물 | 2-Amino-5-chlorobenzonitrile | HCID 80019 | — |
| 반응물 | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| 반응물 | Ethyl 2-[5-(2-morpholin-4-ylethoxy)benzimidazol-2-yl]acetate | HCID 12988786 | — |
| 생성물 | N-(4-Chloro-2-cyanophenyl)-2-(5-morpholin-4ylbenzimidazol-2-yl)acetamide | HCID 22664809 | — |
반응 단계
LiHMDS (2.5 eq) was added to ethyl 2-[5-(2-morpholin-4-ylethoxy)benzimidazol-2-yl]acetate (1.0 eq) in THF at −78° C. After 1 hour, 2-amino-5-chlorobenzenecarbonitrile (0.82 eq) in THF was added. The reaction was allowed to warm to 23° C. and stirred overnight. The resulting mixture was quenched with NH4Cl (aqueous saturated solution) and extracted with EtOAc. The combined organic layers were washed with H2O and brine, dried over Na2SO4, filtered and concentrated in vacuo to yield a brown solid. The crude material was purified by silica gel chromatography (5:1 EtOAc:hexane) to give the desired product. LC/MS m/z 396.1 (MH+), Rt 1.79 minutes.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07598268B2 |
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| 출처 데이터셋 | uspto-grants-2009_10 |
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| ORD ID | ord-370d332a002f4893a3db64e31faf43dc |
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| 출처 메모 | uspto-grants-2009_10 |
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