Thionyl Chloride → HCID 67989366, compound

HRID 339944Notes

Reaction equation

HRID 339944 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])[N:8]=[C:7]2[C:3]=1[NH:4][C:5](=[O:36])[N:6]2[CH2:16][CH2:17][CH2:18][N:19]([CH2:24][C:25]1[CH:26]=[C:27]([CH2:31][C:32]([O:34][CH3:35])=[O:33])[CH:28]=[CH:29][CH:30]=1)[CH2:20][CH2:21][CH2:22]O.S(Cl)([Cl:39])=O>C(Cl)Cl>[NH2:1][C:2]1[N:10]=[C:9]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])[N:8]=[C:7]2[C:3]=1[NH:4][C:5](=[O:36])[N:6]2[CH2:16][CH2:17][CH2:18][N:19]([CH2:24][C:25]1[CH:26]=[C:27]([CH2:31][C:32]([O:34][CH3:35])=[O:33])[CH:28]=[CH:29][CH:30]=1)[CH2:20][CH2:21][CH2:22][Cl:39]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 86630900HCID 86630900, compound

Product 1

HCID 67989366HCID 67989366, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

Methyl (3-{[[3-(6-amino-2-butoxy-8-oxo-7,8-dihydro-9H-purin-9-yl)propyl](3-hydroxypropyl)amino]methyl}phenyl)acetate (described in WO2007/1031726, Example 1 step (ix)) (534 mg) was suspended in DCM (5 mL) and thionyl chloride (0.09 mL) added. The reaction mixture was stirred at 25° C. overnight. The reaction was concentrated in vacuo to give the subtitle product (0.55 g); MS multimode (+) 520

Workup

  1. concentrationThe reaction was concentrated in vacuo

Sources & evidence

ORD record
ord-d47975b51e8c4414a1a5acec10b4731a
Source dataset
uspto-grants-2014_11
Patent number
US08895570B2

Reaction notes

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