Dimethylformamide → HCID 178489572、化合物

HRID 391654

反応式

HRID 391654 の反応式
[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]

参加物

6

反応物 5

HCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 57474573Ethyl 2-chloro-6-(2-methoxyphenylamino)-5-nitropyrimidine-4-carboxylateHCID 178470295HCID 178470295、化合物HCID 178511714HCID 178511714、化合物

生成物 1

HCID 178489572HCID 178489572、化合物収率 93%

実験手順

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]+.

後処理

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

出典と根拠

ORDレコード
ord-20bbca62f969488789ad2c9dabd869f6
出典データセット
uspto-grants-2013_02
特許番号
US08383634B2

関連ノート

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