In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-(Benzyloxy)benzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.
Adding a certain compound to certain chemical reactions, such as: 89521-55-1, name is 3-(Benzyloxy)benzene-1,2-diamine, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 89521-55-1, Recommanded Product: 89521-55-1
107C. 3:1 regio isomeric mixture of tert-butyl 4-(2-amino-3- (benzyloxy)phenylcarbamo vD- 1 -( 1 H-pyrazo Io [3 ,4-d1pyrimidin-4- yl)piperidin-4- ylcarbamate and tert-butyl 4-(2-amino-6-(benzyloxy)phenylcarbamoyl)-l-(lH- pyrazolor3,4-dlpyrimidin-4-yl)piperidin-4-ylcarbamate.N,N-Diisopropylethylamine (6.58 mL, 37.75 mmol) was added in one portion to a stirred suspension o f 4-(tert-butoxycarbonylamino)- 1 -( 1 H-pyrazo Io [3 ,4-d]pyrimidin-4- yl)piperidine-4-carboxylic acid (9.12 g, 25.17 mmol) and O-(7-Azabenzotriazol-l-yl)- N,N,N’,N’-tetramethyluronium hexafluorophosphate (10.53 g, 27.68 mmol) in NMP (60 mL). The mixture was warmed to 5O0C for 15 minutes under nitrogen and cooled to 2O0C. 3-(benzyloxy)benzene-l,2-diamine (5.39 g, 25.17 mmol) was added in one portion and the resulting solution was stirred at 20 0C for 70 hours. The reaction mixture was diluted with EtOAc (200 mL), and washed sequentially with water (3 x 100 mL) and saturated brine (100 mL). The organic layer was dried over MgSO4, filtered and evaporated to afford crude product which was purified by flash silica chromatography, elution gradient 1 to 10% MeOH in DCM. Fractions containing product were were evaporated to dryness to afford a pink foam which was shown to be an 82% pure 3:1 regio isomeric mixture of tert- butyl 4-(2-amino-3 -(benzyloxy)phenylcarbamoyl)- 1 -( 1 H-pyrazo Io [3 ,4-d]pyrimidin-4- yl)piperidin-4-ylcarbamate and tert-butyl 4-(2-amino-6-(benzyloxy)phenylcarbamoyl)-l- (lH-pyrazolo[3,4-d]pyrimidin-4-yl)piperidin-4-ylcarbamate. (8.1g, 58% of 82% pure), m/z (ESI+) (M+H)+ = 559; HPLC tR = 2.21 min (28%), 2.41 min (72%); IH NMR (399.9 MHz, DMSO-d6) delta 1.44 (9H, d), 1.96 (0.5H, m), 2.13 (1.5H, s), 3.72 (2H, d), 4.31 (IH, m), 4.46 (IH, m), 4.94 (0.5H, s), 5.13 (1.5H, s), 6.28 (0.25H, d), 6.32 (0.25H, d), 6.51 (0.75H, t), 6.62 (0.75H, s), 6.81 (0.75H, d), 6.90 (0.25H, m), 7.22 – 7.43 (6H, m), 7.50 (1.5H, d), 8.15 (0.25H, s), 8.25 (IH, m), 8.32 (0.75H, s), 8.61 (0.25H, s), 9.10 (0.75H, s), 13.51 (IH, s)
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-(Benzyloxy)benzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; ASTEX THERAPEUTICS LIMITED; THE INSTITUTE OF CANCER RESEARCH:ROYAL CANCER HOSPITAL; CANCER RESEARCH TECHNOLOGY LIMITED; ASTRAZENECA AB; WO2008/75109; (2008); A1;,
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