1,4-dichloro-5H,6H,7H-cyclopenta[d]pyridazine → 1-Chloro-4-(4-fluoro-benzyl)-6,7-dihydro-5H-cyclopenta[d]pyridazine

Reaction equation

Cl[C:2]1[C:7]2[CH2:8][CH2:9][CH2:10][C:6]=2[C:5]([Cl:11])=[N:4][N:3]=1.[Br-].[F:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18][Zn+])=[CH:16][CH:15]=1>>[Cl:11][C:5]1[C:6]2[CH2:10][CH2:9][CH2:8][C:7]=2[C:2]([CH2:18][C:17]2[CH:20]=[CH:21][C:14]([F:13])=[CH:15][CH:16]=2)=[N:3][N:4]=1

Participants

Reactant 2

HCID 154019081,4-dichloro-5H,6H,7H-cyclopenta[d]pyridazine2×

HCID 178505763HCID 178505763, compound

Product 1

HCID 591914921-Chloro-4-(4-fluoro-benzyl)-6,7-dihydro-5H-cyclopenta[d]pyridazine

Procedure

Compound 45 is prepared analogous to compound 44 starting from of 1,4-dichloro-6,7-dihydro-5H-cyclopenta[d]pyridazine (compound 39) and para-fluorobenzyl zinc bromide.

Sources & evidence

ORD record: ord-5dcdefd00fcc4ea39ccef61603fef065
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08481542B2

Reaction notes

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