Methanesulfonyl chloride → N-(3-(4-amino-2-chlorothieno[3,2-d]pyrimidin-7-yl)phenyl)methanesulfonamide

HRID 1485498Notes

Reaction equation

HRID 1485498 reaction equation
NC1C2SC=C(C3C=C(NC(NC(C)C)=O)C=CC=3)C=2N=C(NC2C=C(OC)C(OC)=C(OC)C=2)N=1.[NH2:37][C:38]1[CH:39]=[C:40]([C:44]2[C:48]3[N:49]=[C:50]([Cl:54])[N:51]=[C:52]([NH2:53])[C:47]=3[S:46][CH:45]=2)[CH:41]=[CH:42][CH:43]=1.[CH3:55][S:56](Cl)(=[O:58])=[O:57]>>[NH2:53][C:52]1[C:47]2[S:46][CH:45]=[C:44]([C:40]3[CH:39]=[C:38]([NH:37][S:56]([CH3:55])(=[O:58])=[O:57])[CH:43]=[CH:42][CH:41]=3)[C:48]=2[N:49]=[C:50]([Cl:54])[N:51]=1

Participants

4

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 532381961-(3-(4-Amino-2-(3,4,5-trimethoxyphenylamino)thieno[3,2-d]pyrimidin-7-yl)phenyl)-3-isopropylureaHCID 866756557-(3-Aminophenyl)-2-chlorothieno[3,2-d]pyrimidin-4-amine

Product 1

HCID 86675656N-(3-(4-amino-2-chlorothieno[3,2-d]pyrimidin-7-yl)phenyl)methanesulfonamideYield 93.9%

Procedure

The target compound (360 mg, 93% yield) was prepared in the same manner as the synthesis of the compound of Example 12, using 7-(3-aminophenyl)-2-chlorothieno[3,2-d]pyrimidin-4-amine (300 mg, 1.08 mmol) and methanesulfonyl chloride (94 μL, 1.19 mmol).

Sources & evidence

ORD record
ord-8ee7edff6d704e788e9d63e6267047ab
Source dataset
uspto-grants-2016_08
Patent number
US09422307B2

Reaction notes

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