3,4-Bis(benzyloxy)-6-chloropyridazine → 5,6-bis(Benzyloxy)-N-(cyclopropylmethyl)-N-methylpyridazin-3-amine

HRID 927097Notes

Reaction equation

HRID 927097 reaction equation
C(OC1C=[C:11]([NH:23][CH2:24][C:25]2[CH:30]=[CH:29]C(F)=CC=2)N=NC=1OCC1C=CC=CC=1)C1C=CC=CC=1.[CH2:32]([O:39][C:40]1[N:41]=[N:42][C:43](Cl)=[CH:44][C:45]=1[O:46][CH2:47][C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1.C1(CNC)CC1>>[CH2:47]([O:46][C:45]1[CH:44]=[C:43]([N:23]([CH2:24][CH:25]2[CH2:30][CH2:29]2)[CH3:11])[N:42]=[N:41][C:40]=1[O:39][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1

Participants

4

Reactant 3

HCID 122134743,4-Bis(benzyloxy)-6-chloropyridazine2×HCID 12919209(Cyclopropylmethyl)methylamineHCID 712699075,6-bis(Benzyloxy)-N-[(4-fluorophenyl)methyl]pyridazin-3-amine2×

Product 1

HCID 712705445,6-bis(Benzyloxy)-N-(cyclopropylmethyl)-N-methylpyridazin-3-amineYield 17%

Procedure

Prepared as described for 5,6-bis(benzyloxy)-N-[(4-fluorophenyl)methyl]pyridazin-3-amine (Intermediate 45) from 3,4-bis(benzyloxy)-6-chloropyridazine (Intermediate 1) and 1-cyclopropyl-N-methylmethanamine in 17% yield.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-a3b5ebc7f78241a79debd33617883d83
Source dataset
uspto-grants-2016_03
Patent number
US09290456B2

Reaction notes

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