Dimethylformamide → HCID 59708404, compound

HRID 1641355Notes

Reaction equation

HRID 1641355 reaction equation
Cl[C:2]1[C:3]2[S:23](=[O:24])[CH2:22][CH2:21][C:4]=2[N:5]=[C:6]([N:8]2[CH2:13][CH2:12][N:11]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)[CH2:10][CH2:9]2)[N:7]=1.[CH:25]([N:28]([CH:31]([CH3:33])[CH3:32])CC)([CH3:27])C.C[N:35](C=O)C>ClCCl>[Cl:20][C:17]1[CH:18]=[CH:19][C:14]([N:11]2[CH2:12][CH2:13][N:8]([C:6]3[N:7]=[C:2]([N:28]4[CH2:25][CH2:27][CH2:33][C@H:31]4[CH2:32][NH2:35])[C:3]4[S:23](=[O:24])[CH2:22][CH2:21][C:4]=4[N:5]=3)[CH2:9][CH2:10]2)=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 594758954-Chloro-2-[4-(4-chloro-phenyl)-piperazin-1-yl]-6,7-dihydro-thieno[3,2-d]pyrimidine 5-oxide

Product 1

HCID 59708404HCID 59708404, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
120 °C

Procedure

3.0 g 4-chloro-2-[4-(4-chloro-phenyl)-piperazin-1-yl]-6,7-dihydro-thieno[3,2-d]pyrimidine 5-oxide (cf Example 124), 2.8 g (S)-2-N-FMOC-aminomethylpyrrolidine and 2.7 ml diisopropylethylamine are placed in 24 ml DMF. The reaction mixture is divided into 3 and heated to 120° C. in the microwave for 0.3 hours. Then the reaction mixture is diluted with dichloromethane and filtered. The filtrate is evaporated to dryness. 6.6 g product are obtained as an oil.

Workup

  1. filtrationfiltered
  2. customThe filtrate is evaporated to dryness

Sources & evidence

ORD record
ord-30c87ae840fb46119618a63eab2a7e44
Source dataset
uspto-grants-2012_02
Patent number
US08114878B2

Reaction notes

Loading…