Methanesulfonylmethanesulfonyl chloride → HCID 87209439, compound

HRID 391026

Reaction equation

HRID 391026 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)[C:5]2[S:10][C:9]([CH2:11][N:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)=[CH:8][C:6]=2[N:7]=1.[CH3:24][S:25]([CH2:28][S:29](Cl)(=[O:31])=[O:30])(=[O:27])=[O:26]>C(Cl)Cl.C(N(CC)CC)C>[Cl:1][C:2]1[N:3]=[C:4]([N:18]2[CH2:19][CH2:20][O:21][CH2:22][CH2:23]2)[C:5]2[S:10][C:9]([CH2:11][N:12]3[CH2:17][CH2:16][N:15]([S:29]([CH2:28][S:25]([CH3:24])(=[O:27])=[O:26])(=[O:31])=[O:30])[CH2:14][CH2:13]3)=[CH:8][C:6]=2[N:7]=1

Participants

5

Reactant 2

HCID 556269Methanesulfonylmethanesulfonyl chlorideHCID 574940574-(2-Chloro-6-(piperazin-1-ylmethyl)thieno[3,2-d]pyrimidin-4-yl)morpholine

Product 1

HCID 87209439HCID 87209439, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8471TriethylamineSolvent

Procedure

To 2-chloro-4-morpholino-6-((piperazin-1-yl)methyl)thieno[3,2-d]pyrimidine (54 mg) in DCM (2 ml) and triethylamine (44 ul) was added methylsulfonylmethylsulfonyl chloride (45 ul) at 0° C. The reaction mixture was allowed to warm up to room temperature overnight. Aqueous work-up and purification on silica gave 2-chloro-6-(4-methanesulfonylmethanesulfonyl-piperazin-1-ylmethyl)-4-morpholin-4-yl-thieno[3,2-d]pyrimidine (35 mg).

Workup

  1. customAqueous work-up and purification on silica

Sources & evidence

ORD record
ord-42285cce3d3f471088bc7a474a53cf9f
Source dataset
uspto-grants-2013_02
Patent number
US08383620B2

Linked notes

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