Horii, Zenichi's team published research in Yakugaku Zasshi in 81

Horii, Zenichi published the artcileSyntheses of oxytocics. II. Synthesis of 2-[(1,2,3,4-tetrahydro-2-naphthyl)aminomethyl]propionic acid derivatives, Category: bromides-buliding-blocks, the publication is Yakugaku Zasshi (1961), 1786-91, database is CAplus and MEDLINE.

cf. ibid. 83,706-10(1962); CA 55, 23560d. 1,2,3,4-Tetrahydro-2-naphthylamine (29.4 g.), 80.8 g. CH₂:CMeCO₂Me, and 100 ml. MeOH refluxed 28 hrs. and the product distilled gave 38 g. Me 2-[(1,2,3,4-tetrahydro-2-naphthyl)-aminomethyl]propionate (I), b_0.02 126°. Saponification of 4.9 g. I in 50 ml. 3% KOH by refluxing 30 min., washing the solution with Et₂O and neutralization with 10% HCl gave 3.3 g. free acid (II) of I, m. 185-6° (EtOH). Catalytic reduction of 4.8 g. I in 4.4 g. 37% HCHO and 20 ml. MeOH with 2.5 g. 10% Pd-C, removing of the MeOH, removing of non-methylated NH₂ (II) by acetylation with Ac₂O, alkalizing with K₂CO₃, and extracting the product with Et₂O gave 3.5 g. Me 2-[N-methyl-(1,2,3,4-tetrahydro-2-naphthyl)aminomethyl]propionate (III), b_0.06 137-8°. Saponification of 1.3 g. III in 10 ml. 10% KOH by refluxing 4-5 hrs. and neutralization with 10% HCl to pH 6 gave 0.6 g. of the free acid (IV) of III, sublimed at 100-20°/0.1 mm., m. 123-5°. IV (0.5 g.) in 5 ml. MeOH treated dropwise with HCl in Et₂O and the solvent removed gave N-methyl-(1,2,3,4-tetrahydro-2-naphthyl)amine-HCl (V), m. 212°. A mixture of 16.1 g. V, 20 ml. EtOH, 45.6 g. CH₂:CMeCO₂Et and 1-2 drops AcOH refluxed 100 hrs. and the product distilled gave 2.3 g. Et ester (VI) of IV, b_0.03 118-23°. I (4.9 g.) and 50 ml. MeOH saturated with NH₃ at 0° in autoclave heated 8 hrs. at 120-30° and the product distilled gave 2.3 g. 2-[(1,2,3,4-tetrahydro-2-naphthyl)aminomethyl]propionamide, m. 91-2° (AcOEt). MeCH(CH₂Br)CO₂H, b₁₄ 115°. MeCH(CH₂Br)COCl, b₂₇ 72-3°. MeCH(CH₂Br)CONHPh, m. 109-11° (EtOH-H₂O). MeCH(CH₂Br)CONMe₂ (VII), b₃ 94-5°. MeCH(CH₂Br)CONEt₂ (VIII), b_0.2 85°. 1,2,3,4-Tetrahydro-2-naphthylamine (IX) (14.7 g.) and 9.7 g. VII in 50 ml. CHCl₃ refluxed 4 hrs., the solution filtered and the filtrate extracted with 10% HCl gave 3.4 g. N,N-dimethyl-2-[(1,2,3,4-tetrahydro-2-naphthyl)aminomethyl]propionamide (X), b_0.01 168-70°. Similarly, 11.7 g. IX and 8.8 g. VIII gave 7 g. N,N-di-Et analog of X, b_0.05 205-20°. IX (14.7 g.) and 10 g. CH₂:CHCO₂Me in 100 ml. MeOH kept 3 days at room temperature gave 21 g. N-(1,2,3,4-tetrahydro-2-naphthyl)-β-alanine Me ester, b_0.1 154-7°; HCl salt, m. 152-3°.

Yakugaku Zasshi published new progress about 56970-78-6. 56970-78-6 belongs to bromides-buliding-blocks, auxiliary class Bromide,Carboxylic acid,Aliphatic hydrocarbon chain,Inhibitor, name is 3-Bromo-2-methylpropanoic acid, and the molecular formula is C4H7BrO2, Category: bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary