3,4-Bis(chloromethyl)pyridine → HCID 86741739, compound

HRID 1290651Notes

Reaction equation

[CH2:1]1[C:9]2[C:5](=[CH:6][C:7]([P:20]([O:26]C(C)C)(=[O:25])[O:21]C(C)C)([P:10]([O:16]C(C)C)(=[O:15])[O:11]C(C)C)[CH:8]=2)[CH:4]=[CH:3][NH:2]1.ClCC1C=NC=CC=1CCl>>[CH2:1]1[C:9]2[C:5](=[CH:6][C:7]([P:10]([OH:15])(=[O:11])[OH:16])([P:20]([OH:26])(=[O:21])[OH:25])[CH:8]=2)[CH:4]=[CH:3][NH:2]1

Participants

Reactant 2

HCID 145187553,4-Bis(chloromethyl)pyridine

HCID 86741740HCID 86741740, compound

Product 1

HCID 86741739HCID 86741739, compound

Procedure

Using essentially the same procedure as in Example 1(a), tetraisopropyl methylene diphosphonate is converted to tetraisopropyl dihydro-2-pyrindine-6,6-diphosphonate by reaction with 3,4-bis(chloromethyl)pyridine. The resulting ester is hydrolyzed as in Example 1(a) to yield dihydro-2-pyrindine-6,6-diphosphonic acid. The dihydro-2-pyrindine-6,6-diphosphonic acid is then converted to the octahydro-2-pyrindine-6,6-diphosphonic acid by a hydrogenation procedure which is essentially the same as in Example 1(b). Substituted octahydro-2-pyrindine-6,6-diphosphonic acid compounds are prepared as described hereinbefore, in Example 1, by using as the starting material the appropriately substituted 3,4-bis(chloromethyl)pyridine.

Sources & evidence

ORD record: ord-cbba4191c8844d2ea653e75df185c133
Source dataset: uspto-grants-1998_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05753634

Reaction notes

Loading…