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 2389825노트

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HRID 2389825 반응식
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]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 81531DiisopropylethylamineHCID 59312932HCID 59312932, 화합물HCID 86635024HCID 86635024, 화합물

생성물 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

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매

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온도
120 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-61332eb598214544bfce6b7e5be78ba7
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08273752B2

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