تفاعل #1265391

ord-65f54278019f4e40ba4d907565301998

معادلة التفاعل

COc1cc(Nc2nccc(-c3ncc(Cl)s3)n2)cc(OC)c1OC
[4-(5-Chloro-thiazol-2-yl)-pyrimidin-2-yl]-(3,4,5-trimethoxy-phenyl)-amine
C1CNCCN1
piperazine
COc1cc(Nc2nccc(-c3ncc(N4CCNCC4)s3)n2)cc(OC)c1OC
sub-titled compound
المردود 25.0%
COc1cc(Nc2nccc(-c3ncc(N4CCNCC4)s3)n2)cc(OC)c1OC
[4-(5-piperazin-1-yl-thiazol-2-yl)-pyrimidin-2-yl]-(3,4,5-trimethoxy-phenyl)-amine
المردود 25.0%

المذيبات

ظروف التفاعل

درجة الحرارة
100°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةto cool
  2. 2
    تركيزconcentrated under high vacuum to an oil
  3. 3
    أخرىThe residue was purified by HPLC with 0.1% TFA/water acetonitrile as eluant

الإجراء التجريبي

To solution of [4-(5-Chloro-thiazol-2-yl)-pyrimidin-2-yl]-(3,4,5-trimethoxy-phenyl)-amine (150 mg) in dimethylsulfoxide (2 ml) was added piperazine (300 mg). The mixture was heated to 100° C. for 5 hours then allowed to cool and concentrated under high vacuum to an oil. The residue was purified by HPLC with 0.1% TFA/water acetonitrile as eluant to afford the sub-titled compound as an yellow solid (40 mg, 25%); IR (solid) 1567, 1504, 1432, 1411 cm−1; 1H NMR (400 Mhz, CDCl3) δ 1.3-1.5 (1H, br s), 3.1 (4H, s), 3.25 (4H, s), 3.85 (3H, s), 3.95 (6H, s), 7.05 (1H, s), 7.15 (1H, s), 7.19 (1H, s), 7.40 (1H, m), 8.6 (1H, d); MS (ES+) 429.3 (M+1), (ES−) 427.3 (M−1).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07276502B2uspto-grants-2007_10