Hydroxylamine → HCID 66934280, compound

HRID 1365222Notes

Reaction equation

HRID 1365222 reaction equation
Cl[C:2]1[N:3]=[C:4]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[C:5]2[S:10][C:9]([CH2:11][N:12]3[CH2:17][CH2:16][N:15](S(C)(=O)=O)[CH2:14][CH2:13]3)=[CH:8][C:6]=2[N:7]=1.F[C:29]1[CH:34]=[CH:33][C:32](B(O)O)=[CH:31][N:30]=1.NO>CN(C=O)C>[O:25]1[CH2:26][CH2:27][N:22]([C:4]2[C:5]3[S:10][C:9]([CH2:11][N:12]4[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]4)=[CH:8][C:6]=3[N:7]=[C:2]([C:32]3[CH:33]=[CH:34][C:29]([NH:22][CH2:23][CH2:24][OH:25])=[N:30][CH:31]=3)[N:3]=2)[CH2:23][CH2:24]1

Participants

5

Reactant 3

HCID 787HydroxylamineHCID 2783397(6-Fluoropyridin-3-yl)boronic acidHCID 236508374-(2-Chloro-6-((4-(methylsulfonyl)piperazin-1-yl)methyl)thieno[3,2-d]pyrimidin-4-yl)morpholine

Product 1

HCID 66934280HCID 66934280, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-Chloro-6-((4-methanesulfonylpiperazin-1-yl)methyl)-4-morpholinothieno[3,2-d]pyrimidine (100 mg) was reacted with 2-fluoropyridine-5-boronic acid following General Procedure A. One half of the crude material was heated in the microwave with excess hydroxylamine in DMF to give 188 after reversed phase HPLC purification. MS (Q1) 534 (M)+.

Sources & evidence

ORD record
ord-92969f90b67847f1a38fcaf425dd5847
Source dataset
uspto-grants-2011_02
Patent number
US07888352B2

Reaction notes

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