Dimethylformamide → HCID 68532721, compound

HRID 2099230Notes

Reaction equation

HRID 2099230 reaction equation
Cl[C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C:11]1[CH:12]=[C:13]([CH:20]=[CH:21][C:22]=1[CH3:23])[C:14]([NH:16][CH:17]1[CH2:19][CH2:18]1)=[O:15].[CH:24]1([OH:29])[CH2:28][CH2:27][CH2:26][CH2:25]1.[CH3:30]N(C=O)C>>[CH:17]1([NH:16][C:14](=[O:15])[C:13]2[CH:20]=[CH:21][C:22]([CH3:23])=[C:11]([N:6]3[CH:5]=[N:4][C:3]4[C:7]3=[N:8][CH:9]=[N:10][C:2]=4[O:29][C:24]3[CH:30]=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH:12]=2)[CH2:19][CH2:18]1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 7298CyclopentanolHCID 57794379HCID 57794379, compound

Product 1

HCID 68532721HCID 68532721, compound

Conditions

Temperature
150 °C

Procedure

To a solution of 3-(6-Chloro-purin-9-yl)-N-cyclopropyl-4-methyl-benzamide (Example 4B) (21 mg, 0.064 mmol) in DMF (0.2 ml) was added cyclopentanol (59 □1, 0.64 mmol). The mixture was heated with microwave at 150° C. for 30 minutes. It was cooled to RT and then purified by PTLC or HPLC to give the desired as a white solid (10 mg, 0.027 mmol, 41%). HPLC tR=2.09 min; MS m/z 386 [M+H]+.

Workup

  1. temperatureIt was cooled to RT
  2. custompurified by PTLC or HPLC
  3. customto give the

Sources & evidence

ORD record
ord-89424077a2fe470bb6be9ed4de7624d6
Source dataset
uspto-grants-2009_08
Patent number
US07569571B2

Reaction notes

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