1-Bromo-3-chloropropane → HCID 59651896, compound

HRID 887005Notes

Reaction equation

HRID 887005 reaction equation
COC1C=C[C:6]([C:9]2[CH:10]=[C:11](C)[C:12](=O)[NH:13]N=2)=CC=1.BrCCCCl.[Cl:22][CH2:23][CH2:24][CH2:25][O:26][C:27]1[CH:32]=[CH:31][C:30]([C:33]2[CH:34]=[C:35]([CH3:41])[C:36](=[O:40])[N:37]([CH3:39])[N:38]=2)=[CH:29][CH:28]=1.N1CCCCC1>>[Cl:22][CH2:23][CH2:24][CH2:25][O:26][C:27]1[CH:28]=[CH:29][C:30]([C:33]2[CH:34]=[C:35]([CH3:41])[C:36](=[O:40])[N:37]([CH3:39])[N:38]=2)=[CH:31][CH:32]=1.[CH3:39][N:37]1[C:36](=[O:40])[C:35]([CH3:41])=[CH:34][C:33]([C:30]2[CH:31]=[CH:32][C:27]([O:26][CH2:25][CH2:24][CH2:23][N:13]3[CH2:6][CH2:9][CH2:10][CH2:11][CH2:12]3)=[CH:28][CH:29]=2)=[N:38]1

Participants

6

Reactant 4

HCID 80061-Bromo-3-chloropropaneHCID 8082PiperidineHCID 11344957HCID 11344957, compoundHCID 67009916HCID 67009916, compound

Product 2

HCID 59651896HCID 59651896, compoundHCID 67009916HCID 67009916, compound

Procedure

6-(4-(3-Chloropropoxy)-phenyl)-2,4-dimethyl-2H-pyridazin-3-one was prepared from the product of step 3 and 3-bromo-1-chloropropane using the procedure described for Example 22 step 4. Example 39 (2,4-dimethyl-6-[4-(3-piperidin-1-yl-propoxy)-phenyl]-2H-pyridazin-3-one) was prepared using 6-(4-(3-chloropropoxy)-phenyl)-2,4-dimethyl-2H-pyridazin-3-one and piperidine by the methods described for example 22 step 5. The hydrochloride salt was prepared; Mp 222-3° C.; MS m/z 342 (M+H).

Sources & evidence

ORD record
ord-102a200dfa1c41d98fae71bf10bcd7a6
Source dataset
uspto-grants-2012_08
Patent number
US08247414B2

Reaction notes

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