Dimethylformamide → HCID 178489572, 화합물

HRID 391654노트

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HRID 391654 반응식
[OH:1][C@@H:2]1CC[C@H](NC2N=C(C(OCC)=O)C([N+]([O-])=O)=C(NC3C=CC=CC=3OC)N=2)CC1.Cl[C:33]1[N:38]=[C:37]([C:39]([O:41]CC)=O)[C:36]([N+:44]([O-])=O)=[C:35]([NH:47][C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=2[O:54][CH3:55])[N:34]=1.[NH2:56][C@@H:57]1[CH2:62][CH2:61][C@H:60]([OH:63])[CH2:59][CH2:58]1.C([N:67](C(C)C)CC)(C)C.C[N:74](C)[CH:75]=[O:76]>>[C:75](=[O:76])([O:63][C@H:60]1[CH2:61][CH2:62][C@@H:57]([NH:56][C:33]2[N:34]=[C:35]3[C:36]([NH:44][C:2](=[O:1])[N:47]3[C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=3[O:54][CH3:55])=[C:37]([C:39](=[O:41])[NH2:67])[N:38]=2)[CH2:58][CH2:59]1)[NH2:74]

참가 물질

6

반응물 5

HCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 57474573Ethyl 2-chloro-6-(2-methoxyphenylamino)-5-nitropyrimidine-4-carboxylateHCID 178470295HCID 178470295, 화합물HCID 178511714HCID 178511714, 화합물

생성물 1

HCID 178489572HCID 178489572, 화합물수율 93%

실험 절차

Ethyl 2-(cis-4-hydroxycyclohexylamino)-6-(2-methoxyphenylamino)-5-nitropyrimidine-4-carboxylate. Ethyl 2-chloro-6-(2-methoxyphenylamino)-5-nitropyrimidine-4-carboxylate (See Example 30.A) (0.300 g, 0.852 mmol), cis-4-aminocyclohexanol (0.155 g, 1.022 mmol) and diisopropylethylamine (0.274 g, 2.13 mmol) were reacted according to General Procedure C, except at room temperature and in dimethylformamide (5 ml). The crude reaction mixture was condensed and purified using Biotage chromatography (0-100% ethyl acetate in hexanes) to afford the title compound (0.342 g, 93%). MS (ESI) m/z 432.0 [M+1]+.

후처리

  1. customThe crude reaction mixture
  2. customcondensed
  3. custompurified

출처 및 근거

ORD 기록
ord-20bbca62f969488789ad2c9dabd869f6
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08383634B2

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