2-Chloro-5-iodopyridine → HCID 86584373, compound

HRID 393778Notes

Reaction equation

HRID 393778 reaction equation
[CH2:1]([N:8]1[CH2:12][CH2:11][C@@H:10]2[CH2:13][NH:14][CH2:15][C@H:9]12)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:16][C:17]1[CH:22]=[CH:21][C:20](I)=[CH:19][N:18]=1>>[CH2:1]([N:8]1[CH2:12][CH2:11][C@@H:10]2[CH2:13][N:14]([C:20]3[CH:19]=[N:18][C:17]([Cl:16])=[CH:22][CH:21]=3)[CH2:15][C@H:9]12)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 43971762-Chloro-5-iodopyridineHCID 40154005rel-(3aR,6aR)-Octahydro-1-(phenylmethyl)pyrrolo[3,4-b]pyrrole

Product 1

HCID 86584373HCID 86584373, compoundYield 65.3%

Procedure

cis-1-Benzyloctahydropyrrolo[3,4-b]pyrrole (500 mg, 2.48 mmol), prepared as described in (U.S. Pat. No. 5,071,999), and 2-chloro-5-iodopyridine (643 mg, 2.69 mmol), prepared as described in (Tetrahedron Lett. (1993), 34, 7493-7496), were processed as described in Example 1E to provide the title compound as a tan solid (508 mg, 65% yield). MS (DCI/NH3) m/z 314, 316 (M+H)+.

Sources & evidence

ORD record
ord-79abca360ff84a36bfe956e1f3eba319
Source dataset
uspto-grants-2004_10
Patent number
US06809105B2

Reaction notes

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