4-(6,7-Dimethoxy-2-methylsulfanyl-quinolin-4-yloxy)-3-fluorophenylamine → 4-(4-Amino-2-fluoro-phenoxy)-6,7-dimethoxy-quinolin-2-ylamine

HRID 563036Notes

Reaction equation

HRID 563036 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]([OH:12])[C:9]2[C:4](=[CH:5][C:6]([O:15][CH3:16])=[C:7]([O:13][CH3:14])[CH:8]=2)[N:3]=1.COC1C=C2C(=CC=1OC)N=C(SC)C=C2O[C:34]1[CH:39]=[CH:38][C:37]([NH2:40])=[CH:36][C:35]=1[F:41]>>[NH2:40][C:37]1[CH:38]=[CH:39][C:34]([O:12][C:10]2[C:9]3[C:4](=[CH:5][C:6]([O:15][CH3:16])=[C:7]([O:13][CH3:14])[CH:8]=3)[N:3]=[C:2]([NH2:1])[CH:11]=2)=[C:35]([F:41])[CH:36]=1

Participants

3

Reactant 2

HCID 578100734-(6,7-Dimethoxy-2-methylsulfanyl-quinolin-4-yloxy)-3-fluorophenylamineHCID 178486847HCID 178486847, compound

Product 1

HCID 578103564-(4-Amino-2-fluoro-phenoxy)-6,7-dimethoxy-quinolin-2-ylamine

Procedure

4-(4-Amino-2-fluoro-phenoxy)-6,7-dimethoxy-quinolin-2-ylamine was synthesized from 2-amino-6,7-dimethoxy-quinolin-4-ol in a similar manner as 4-(6,7-dimethoxy-2-methylsulfanyl-quinolin-4-yloxy)-3-fluoro-phenylamine, and obtained as a white solid (4.0% yield). LCMS: m/z 330 (M+H)+.

Sources & evidence

ORD record
ord-97af31f551e843a5a74a1358392c99ce
Source dataset
uspto-grants-2011_11
Patent number
US08067436B2

Reaction notes

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