Category: 1337523-99-5

Reference of 1337523-99-5, A common heterocyclic compound, 1337523-99-5, name is 6-Bromo-1,2,3,4-tetrahydronaphthalen-1-amine, molecular formula is C10H12BrN, its 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.

In a 50-mL round-bottom flask, to a solution of 6-bromo-l ,2,3,4-tetrahydronaphthalen-l -amine (4.34 g, 19.17 mmol, 1.00 equiv) and TEA (3.07 g, 30.33 mmol, 1.58 equiv) in dichloromethane (80 mL) was added (Boc)20 (6.65 g, 30.47 mmol, 1.59 equiv) at 0 C. The resulting solution was stirred for 16 h at 25 C. After the reaction was done, it was quenched by the addition of water (10 mL) and the mixture was extracted with dichloromethane (3 x 20 mL). The combined organic layers were washed by brine, dried over sodium sulfate and concentrated under reduced pressure. The residue was purified in a silica gel column eluting with dichloromethane in petroleum ether (5% to 20% gradient) to afford tert-butyl N-(6-bromo-l, 2,3,4- tetrahydronaphthalen-l -yl)carbamate as white oil (6.2g, 95% for two steps). MS: m/z = 269.9[M+H-56]-

The synthetic route of 1337523-99-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GMBH; CALDWELL, Richard; LIU-BUJALSKI, Lesley; POTNICK, Justin; NEAGU, Constantin; KULKARNI, Shashank; JONES, Reinaldo; QIU, Hui; (238 pag.)WO2020/43638; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1337523-99-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1337523-99-5, name is 6-Bromo-1,2,3,4-tetrahydronaphthalen-1-amine, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of amine (1.02 g, 4.5 mmol) in CH2Cl2(30 mL) was added Et3N (0.73 g, 7.22 mmol) and Boc2O (1.15 g, 5.29 mmol). The reaction solution was stirred at rt for 16 h and the mixture was concentrated in vacuo to afford a residue which was purified by silica gel chromatography (1.24 mg, yield 84%) to give a white solid. ESI-MS (M-56+H)+: 270.0.1H NMR (400 MHz, CDCl3) : 7.29-7.27 (m, 1H), 7.22-7.20 (m, 2H), 4.80-4.71 (m, 2H), 2.76-2.70 (m, 2H), 2.03-2.01 (m, 1H), 1.84-1.74 (m, 3H), 1.48 (s, 9H).

The chemical industry reduces the impact on the environment during synthesis 6-Bromo-1,2,3,4-tetrahydronaphthalen-1-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian T.; MA, Bin; CHAN, Timothy Raymond; KUMARAVEL, Gnanasambandam; MIAO, Hua; BERTOLOTTI-CIARLET, Andrea; OTIPOBY, Kevin; WO2015/89327; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary