Triethylamine → Methyl [3-({[3-(6-amino-2-butoxy-8-oxo-7,8-dihydro-9H-purin-9-yl)propyl]amino}sulfonyl)phenyl]acetate

HRID 905620Notes

Reaction equation

HRID 905620 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[C:13]([O:14]C)=[N:12][C:11]2[C:6]1=[N:7][C:8]([O:17][CH2:18][CH2:19][CH2:20][CH3:21])=[N:9][C:10]=2[NH2:16].C(N(CC)CC)C.Cl[S:30]([C:33]1[CH:34]=[C:35]([CH2:39][C:40]([O:42][CH3:43])=[O:41])[CH:36]=[CH:37][CH:38]=1)(=[O:32])=[O:31]>C(#N)C>[NH2:16][C:10]1[N:9]=[C:8]([O:17][CH2:18][CH2:19][CH2:20][CH3:21])[N:7]=[C:6]2[C:11]=1[NH:12][C:13](=[O:14])[N:5]2[CH2:4][CH2:3][CH2:2][NH:1][S:30]([C:33]1[CH:34]=[C:35]([CH2:39][C:40]([O:42][CH3:43])=[O:41])[CH:36]=[CH:37][CH:38]=1)(=[O:32])=[O:31]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 231585469-(3-Aminopropyl)-2-butoxy-8-methoxy-9H-purin-6-amineHCID 23388821Methyl [3-(chlorosulfonyl)phenyl]acetate

Product 1

HCID 11576824Methyl [3-({[3-(6-amino-2-butoxy-8-oxo-7,8-dihydro-9H-purin-9-yl)propyl]amino}sulfonyl)phenyl]acetate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The compound obtained in Example 2-3 step (ii) (240 mg), triethylamine (0.12 ml) and methyl [3-(chlorosulfonyl)phenyl]acetate (204 mg) were dissolved in acetonitrile (5 ml), and the same manner to Example 2-13 step (iii) was conducted to give the titled compound as a white solid. Yield: 35 mg (9%); mp 218-219° C., MS APCI+ve 493 (M+H).

Sources & evidence

ORD record
ord-66d8b2570dee463ca052ef25be34dd45
Source dataset
uspto-grants-2011_09
Patent number
US08012964B2

Reaction notes

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