4-Methoxyphenylacetaldehyde → [5-(4-Methoxy-phenyl)-thiazol-2-yl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amine

HRID 1713636Notes

Reaction equation

HRID 1713636 reaction equation
[C:1]1([C:7]2[S:11][C:10]([NH:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][N:22]4[CH2:26][CH2:25][CH2:24][CH2:23]4)=[CH:15][CH:14]=3)=[N:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:27][O:28]C1C=CC(CC=O)=CC=1>C(Cl)Cl.CO>[CH3:27][O:28][C:4]1[CH:3]=[CH:2][C:1]([C:7]2[S:11][C:10]([NH:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][N:22]4[CH2:26][CH2:25][CH2:24][CH2:23]4)=[CH:15][CH:14]=3)=[N:9][CH:8]=2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 797824-MethoxyphenylacetaldehydeHCID 11772958Flt-3 Inhibitor III

Product 1

HCID 11188635[5-(4-Methoxy-phenyl)-thiazol-2-yl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amine

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The title compound is prepared as described in Example 1 for (5-phenyl-thiazol-2-yl)-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amine but using (4-methoxy-phenyl)-acetaldehyde. Title compound: ES-MS: 396.0 [M+H]+; single peak at tR=6.36 min (System 1); R4=0.28 (CH2Cl2/MeOH, 80/20).

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-ab3f769150d64c4c96a4f675c00d5809
Source dataset
uspto-grants-2010_09
Patent number
US07795288B2

Reaction notes

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