3,4,5-Trimethoxyaniline → 3-(4-amino-2-(3,4,5-trimethoxyphenylamino)thieno[3,2-d]pyrimidin-7-yl)-N-methylbenzenesulfonamide

HRID 1485496Notes

Reaction equation

HRID 1485496 reaction equation
[NH2:1][C:2]1[C:3]2[S:11][CH:10]=[C:9]([C:12]3[CH:13]=[C:14]([S:18]([NH:21][CH3:22])(=[O:20])=[O:19])[CH:15]=[CH:16][CH:17]=3)[C:4]=2[N:5]=[C:6](Cl)[N:7]=1.[CH3:23][O:24][C:25]1[CH:26]=[C:27]([NH2:35])[CH:28]=[C:29]([O:33][CH3:34])[C:30]=1[O:31][CH3:32]>>[NH2:1][C:2]1[C:3]2[S:11][CH:10]=[C:9]([C:12]3[CH:13]=[C:14]([S:18]([NH:21][CH3:22])(=[O:20])=[O:19])[CH:15]=[CH:16][CH:17]=3)[C:4]=2[N:5]=[C:6]([NH:35][C:27]2[CH:28]=[C:29]([O:33][CH3:34])[C:30]([O:31][CH3:32])=[C:25]([O:24][CH3:23])[CH:26]=2)[N:7]=1

Participants

3

Reactant 2

HCID 322853,4,5-TrimethoxyanilineHCID 866756543-(4-amino-2-chlorothieno[3,2-d]pyrimidin-7-yl)-N-methylbenzenesulfonamide

Product 1

HCID 532386563-(4-amino-2-(3,4,5-trimethoxyphenylamino)thieno[3,2-d]pyrimidin-7-yl)-N-methylbenzenesulfonamideYield 77.4%

Procedure

The target compound of Example 26 (33 mg, 77% yield) was prepared in the same manner as Step 9 of Example 1 using 3-(4-amino-2-chlorothieno[3,2-d]pyrimidin-7-yl)-N-methylbenzenesulfonamide (30 mg, 0.085 mmol) and 3,4,5-trimethoxybenzenamine (31 mg, 0.170 mmol).

Sources & evidence

ORD record
ord-0b748f7ecf754c36a11375f2795fcf80
Source dataset
uspto-grants-2016_08
Patent number
US09422307B2

Reaction notes

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