4-(2-methoxyphenoxy)aniline → 3-Cyano-4-[4-(2-methoxy-phenoxy)-phenylamino]-5-methyl-pyrrolo[1,2-b]pyridazine-6-carboxylic acid methyl ester

HRID 1796675Notes

Reaction equation

HRID 1796675 reaction equation
COC(C1C(C)=C2C(Cl)=C(C#N)C=NN2C=1)=O.COC1C=CC=CC=1OC1C=CC(N)=CC=1.[CH3:34][O:35][C:36]([C:38]1[C:39]([CH3:74])=[C:40]2[C:45]([NH:46][C:47]3[CH:52]=[CH:51][C:50]([O:53][C:54]4[CH:59]=[CH:58][CH:57]=[CH:56][C:55]=4[O:60][C:61](C(OC(C)(C)C)=O)(C)C)=[CH:49][CH:48]=3)=[C:44]([C:71]#[N:72])[CH:43]=[N:42][N:41]2[CH:73]=1)=[O:37]>>[CH3:34][O:35][C:36]([C:38]1[C:39]([CH3:74])=[C:40]2[C:45]([NH:46][C:47]3[CH:48]=[CH:49][C:50]([O:53][C:54]4[CH:59]=[CH:58][CH:57]=[CH:56][C:55]=4[O:60][CH3:61])=[CH:51][CH:52]=3)=[C:44]([C:71]#[N:72])[CH:43]=[N:42][N:41]2[CH:73]=1)=[O:37]

Participants

4

Reactant 3

HCID 11210674-(2-methoxyphenoxy)anilineHCID 22179696HCID 22179696, compoundHCID 69327667HCID 69327667, compound

Product 1

HCID 210251483-Cyano-4-[4-(2-methoxy-phenoxy)-phenylamino]-5-methyl-pyrrolo[1,2-b]pyridazine-6-carboxylic acid methyl esterYield 85%

Procedure

Compound 430C (1.81 g, 85%) was prepared from 4-chloro-3-cyano-5-methyl-pyrrolo[1,2-b]pyridazine-6-carboxylic acid methyl ester (prepared using the procedure of Example 1D) (1.25 g, 5.0 mmol) and 430B (1.08 g, 5.0 mmol) by a route analogous to that used for the preparation of compound 388D. It is a white solid, and has a retention time of 6.74 min (∠Cl, 8 min run). MS found, (M+H)+=429.2

Workup

  1. customprepared
  2. customa retention time of 6.74 min (∠Cl, 8 min run)

Sources & evidence

ORD record
ord-4f1ceed4944a42fa987c0237f1315a3f
Source dataset
uspto-grants-2006_04
Patent number
US07030112B2

Reaction notes

Loading…