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| | N-Boc-2-amino-5-bromothiazole Basic information |
| Product Name: | N-Boc-2-amino-5-bromothiazole | | Synonyms: | TERT-BUTYL (5-BROMO-1,3-THIAZOL-2-YL)CARBAMATE;TERT-BUTYL 5-BROMOTHIAZOL-2-YLCARBAMATE;N-BOC-2-AMINO-5-BROMOTHIAZOLE;N-Boc-2-Amino-5-bromothiazole95%;tert-butyl N-(5-broMo-1,3-thiazol-2-yl)carbaMate;(5-BroMo-thiazol-2-yl)-carbaMic acid tert-butyl ester;2-(Boc-aMino)-5-broMothiazole;2-amino-5-bromo-2H-thiazole-3-carboxylic acid tert-butyl ester | | CAS: | 405939-39-1 | | MF: | C8H11BrN2O2S | | MW: | 279.15 | | EINECS: | | | Product Categories: | Thiazole;API intermediates | | Mol File: | 405939-39-1.mol |  |
| | N-Boc-2-amino-5-bromothiazole Chemical Properties |
| Melting point | 149 °C | | density | 1.574±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | 4.58±0.70(Predicted) | | form | Solid | | Appearance | Off-white to yellow Solid | | Water Solubility | Slightly soluble in water. | | InChI | InChI=1S/C8H11BrN2O2S/c1-8(2,3)13-7(12)11-6-10-4-5(9)14-6/h4H,1-3H3,(H,10,11,12) | | InChIKey | OIBKBVFFZYCBAQ-UHFFFAOYSA-N | | SMILES | C(OC(C)(C)C)(=O)NC1=NC=C(Br)S1 |
| Hazard Codes | Xn | | Risk Statements | 22 | | HS Code | 2933399990 |
| | N-Boc-2-amino-5-bromothiazole Usage And Synthesis |
| Uses | N-Boc-2-amino-5-bromothiazole is used as pharmaceutical intermediate. | | Synthesis | General procedure for the synthesis of N-BOC-2-amino-5-bromothiazole from di-tert-butyl dicarbonate and 2-amino-5-bromothiazole hydrobromide: di-tert-butyl dicarbonate [(Boc)2O, 100.7 g, 0.461 mol, 1.2 eq.] was added to 900 mL of THF and 135 mL of pyridine (DMAP, 1.18 g, 9.7 mmol, 0.025 eq.) containing 2-amino-5-bromothiazole monohydrobromide (100 g, 0.385 mol, 1.0 eq.) and 4-(dimethylamino)pyridine (DMAP, 1.18 g, 9.7 mmol, 0.025 eq.) in a mixture of 900 mL THF and 135 mL Et3N. The reaction mixture was cooled to 0 °C using an ice bath. Subsequently, the reaction mixture was stirred at room temperature overnight, followed by vacuum concentration. The residue was stirred in EtOAc/heptane (1:10, 250 mL) at room temperature overnight and then filtered. The filtrate was washed with brine, dried, filtered, and concentrated in vacuo to afford the intermediate N-BOC-2-amino-5-bromothiazole as a yellow solid (91% yield). | | References | [1] Synthesis, 2010, # 7, p. 1091 - 1096
[2] Patent: WO2018/112136, 2018, A1. Location in patent: Paragraph 00261
[3] Patent: US2009/36467, 2009, A1. Location in patent: Page/Page column 64; 72; 73
[4] Patent: US2012/108591, 2012, A1. Location in patent: Page/Page column 29
[5] Patent: WO2015/25172, 2015, A1. Location in patent: Page/Page column 118; 119 |
| | N-Boc-2-amino-5-bromothiazole Preparation Products And Raw materials |
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