Related Products of 74788-46-8,Some common heterocyclic compound, 74788-46-8, name is 1-(4-Chlorophenyl)propan-1-amine, molecular formula is C9H12ClN, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Example 3: 4-amino-N-Q-(4-chlorophenyl)propyl)-l-(7H-pyrrolo[2.,3-dlpyrimidin-4- yl)piperidine-4-carboxamideO-(7-Azabenzotriazol- 1 -yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (0.209 g) was added in one portion to 4-(tert-butoxycarbonylamino)-l-(7H-pyrrolo[2,3- d]pyrimidin-4-yl)piperidine-4-carboxylic acid (Intermediate 1) (0.181 g), l-(4- chlorophenyl)propan-l -amine (0.085 g) and DIPEA (0.262 mL) in DMA (10 mL) at 250C under nitrogen. The resulting solution was stirred at 6O0C for 4 hours. The crude product was purified by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using IN ammonia/MeOH and pure fractions were evaporated to dryness. This crude material was then treated with a 20% solution of TFA in DCM (10 mL) and stirred at room temperature for 2 hours. The crude product was purified by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using IN ammonia/MeOH and pure fractions were evaporated to dryness. This material was purified by preparative LCMS using decreasingly polar mixtures of water (containing 1% ammonia) and MeCN as eluents. Fractions containing the desired compound were evaporated to dryness to afford 4-amino-N-(l-(4-chlorophenyl)propyl)-l- (7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide as a white solid (0.138 g, 66.8 %).1U NMR (400.13 MHz, DMSOd6) delta 0.87 (3H, t), 1.42 – 1.55 (2H, m), 1.72 – 1.79 (2H, m), 1.91 – 2.05 (2H, m), 2.21 (2H, s), 3.54 – 3.62 (2H, m), 4.38 – 4.45 (2H, m), 4.65 – 4.70 (IH, m), 6.61 (IH, dd), 7.18 (IH, dd), 7.32 – 7.37 (4H, m), 8.31 (IH, d), 8.12 (IH, s). MS m/e MH+ 413.
The synthetic route of 74788-46-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/47563; (2009); A1;,
Chloride – Wikipedia,
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