methylene n 2 nitrobenzenesulfonyl 2 aminomethyl pyridine 380 mg 0 38 mmol followed by basic alumina column purification of the reaction products 1 20 ch 3 oh u2014 ch 2 cl 2 gave the free base of the title compound conversion of the free base to the hydrobromide salt using a saturated solution of hbr g in ch 3 oh followed by drying in vacuo overnight gave the title compound 110 mg 34 overall as a white solid 1 h nmr dmso d 6 u03b4 2 80 2 88 br s 4h 3 02 3 06 br s 4h 3 10 3 16 br s 4h 3 38 3 44 br s 4h 3 80 3 86 br s 2h 4 25 4 30 br s 2h 4 33 4 37 br s 2h 7 27 7 32 br m 4h 7 42 7 63 br m 6h 7 96 dd 1h j 7 7 7 7 hz 8 10 8 30 br s 3h 8 69 d 1h j 4 9 hz 9 45 9 62 br s 2h fab ms m z 526 mh h 81 br 524 mh h 79 br 444 m h 100 anal calcd for c 28 h 42 n 5 br 5 u00b7 2h 2 o c 38 03 h 5 24 n 7 92 br 45 18 found c 38 37 h 5 28 n 7 76 br 45 36 to a stirred solution of 4 diethoxyphosphoryl 1 7 bis 2 nitrobenzenesulfonyl 1 4 7 triazacyclotetradecane 1 32 g 1 87 mmol and k 2 co 3 654 mg 4.