Hydrochloric Acid → 4-Amino-2-[(2-{[7-(2,4-dichlorophenyl)imidazo[1,2-c]pyrimidin-5-yl]amino}ethyl)amino]-1,3-thiazole-5-carbonitrile

HRID 2171558ノート

反応式

HRID 2171558 の反応式
Cl[C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[CH:5]=[C:4]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=2[Cl:18])[N:3]=1.FC(F)(F)C(O)=O.[NH2:26][C:27]1[N:28]=[C:29]([NH:34][CH2:35][CH2:36][NH2:37])[S:30][C:31]=1[C:32]#[N:33].CCN(C(C)C)C(C)C.Cl>O.CS(C)=O>[NH2:26][C:27]1[N:28]=[C:29]([NH:34][CH2:35][CH2:36][NH:37][C:2]2[N:7]3[CH:8]=[CH:9][N:10]=[C:6]3[CH:5]=[C:4]([C:11]3[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=3[Cl:18])[N:3]=2)[S:30][C:31]=1[C:32]#[N:33]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 81531DiisopropylethylamineHCID 59312932HCID 59312932、化合物HCID 86635024HCID 86635024、化合物

生成物 1

HCID 593130724-Amino-2-[(2-{[7-(2,4-dichlorophenyl)imidazo[1,2-c]pyrimidin-5-yl]amino}ethyl)amino]-1,3-thiazole-5-carbonitrile

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

反応条件

温度
120 °C

実験手順

214.27 mg (0.72 mmol) of chloropyrimidine (Example 6A) are introduced into 28 ml of dry DMSO, 320 mg (1.08 mmol) of 4-amino-2-[(2-aminoethyl)amino]-1,3-thiazole-5-carbonitrile trifluoroacetate (Example 20A) and 742 mg (5.74 mmol) of DIPEA are added, and the mixture is heated at 120° C. under argon for 16 h. Water is added, and the mixture is neutralized with 1N hydrochloric acid and extracted three times with ethyl acetate. The combined organic phases are freed of solvent, and the residue is purified by preparative HPLC. 48.4 mg (14% of theory) of the product are obtained as a solid.

後処理

  1. additionare added
  2. extractionextracted three times with ethyl acetate
  3. customthe residue is purified by preparative HPLC
  4. custom48.4 mg (14% of theory) of the product are obtained as a solid

出典と根拠

ORDレコード
ord-95533511ad2d447c99450727e66218ea
出典データセット
uspto-grants-2015_06
特許番号
US09051323B2

反応ノート

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