Lafutidine (CAS NO.: 118288-08-7), with its systematic name of (+-)-2-(Furfurylsulfinyl)-N-((Z)-4-((4-(piperidinomethyl)-2-pyridyl)oxy)-2-butenyl) acetamide, could be produced through many synthetic methods.

Following are some of the synthesis routes:
Route one:
2-Bromo-4-(piperidin-1-ylmethyl)pyridine (I) reacts with 4-amino-2(Z)-buten-1-ol (II) in the presence of NaH in THF to afford 4-[4-(piperidin-1-ylmethyl)pyridin-2-yloxy]-2(Z)-buten-1-amine (III), which is then condensed with 2-(2-furylmethylsulfinyl)acetic acid (IV) by means of 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide (EDCD) in dichloromethane.

Route two:
2-Chloro-4-(piperidin-1-ylmethyl)pyridine (V) is condensed with 4-(tetrahydropyranyloxy)-2(Z)-buten-1-ol (VI) in the presence of NaH in THF to yield 4-(piperidin-1-ylmethyl)-2-[4-(tetrahydropyranyloxy)-2(Z)-butenyloxy)pyridine (VII), which is deprotected with 4-methylbenzenesulfonic acid in methanol, affording the free butenol (VIII). The acylation of (VIII) with methanesulfonyl chloride in toluene produces the corresponding mesylate (IX), which is finally condensed with 2-(2-furylmethylsulfonyl)acetamide (X) (obtained from the corresponding 4-nitrophenyl ester (XI) with ammonia) in the presence of potassium tert-butoxide in toluene.