3,4-Bis(benzyloxy)-6-chloropyridazine → 3,4-bis(Benzyloxy)-6-[(4-chlorophenyl)methyl]pyridazine

HRID 927100Notes

Reaction equation

HRID 927100 reaction equation
[CH2:1]([O:8][C:9]1[N:10]=[N:11][C:12]([CH2:23]C2C=CC=C(Cl)C=2)=[CH:13][C:14]=1[O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OC1N=NC(Cl)=CC=1OCC1C=CC=CC=1)C1C=CC=CC=1.[Cl-].[Cl:55][C:56]1[CH:63]=[CH:62][C:59](C[Zn+])=[CH:58][CH:57]=1>>[CH2:1]([O:8][C:9]1[N:10]=[N:11][C:12]([CH2:23][C:59]2[CH:62]=[CH:63][C:56]([Cl:55])=[CH:57][CH:58]=2)=[CH:13][C:14]=1[O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 122134743,4-Bis(benzyloxy)-6-chloropyridazine2×HCID 712702713,4-bis(Benzyloxy)-6-[(3-chlorophenyl)methyl]pyridazine2×HCID 178478120HCID 178478120, compound

Product 1

HCID 712702023,4-bis(Benzyloxy)-6-[(4-chlorophenyl)methyl]pyridazineYield 95%

Procedure

Prepared as described for 3,4-bis(benzyloxy)-6-[(3-chlorophenyl)methyl]pyridazine (Intermediate 48) from 3,4-bis(benzyloxy)-6-chloropyridazine (Intermediate 1) and (4-chlorobenzyl)zinc(II) chloride in 95% yield.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-59756e2fccbb46e89eb0bf1ef2911d79
Source dataset
uspto-grants-2016_03
Patent number
US09290456B2

Reaction notes

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