Thionyl Chloride → HCID 15895805, compound

HRID 1005939Notes

Reaction equation

HRID 1005939 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][C:27]=1[O:28][CH3:29])[CH2:5][NH:6][C:7]1[C:8]2[C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=3[S:18][C:9]=2[N:10]=[C:11]([CH2:13][CH2:14][C:15](O)=[O:16])[N:12]=1.S(Cl)([Cl:32])=O>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][C:27]=1[O:28][CH3:29])[CH2:5][NH:6][C:7]1[C:8]2[C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=3[S:18][C:9]=2[N:10]=[C:11]([CH2:13][CH2:14][C:15]([Cl:32])=[O:16])[N:12]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 99104203-[4-(3-Chloro-4-methoxybenzyl-amino)benzothieno[2,3-d]pyrimidin-2-yl]propionic acid

Product 1

HCID 15895805HCID 15895805, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1 equivalent of 3-[4-(3-chloro-4-methoxybenzyl-amino)benzothieno[2,3-d]pyrimidin-2-yl]propionic acid and 1.2 equivalents of thionyl chloride are stirred in dichloromethane for 2 hours. The solvent is removed and 3-[4-(3-chloro-4-methoxybenzylamino)benzothieno[2,3-d]-pyrimidin-2-yl]propionyl chloride is obtained. The mixture is transferred to aqueous ammonia, stirred for one hour and, after customary working up, 3-[4-(3-chloro-4-methoxybenzylamino)benzothieno[2,3-d]pyrimidin-2-yl]propionamide is obtained.

Workup

  1. customThe solvent is removed

Sources & evidence

ORD record
ord-04e60de65e2141e3aa8bfe13551f943d
Source dataset
uspto-grants-2004_09
Patent number
US06787548B1

Reaction notes

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