Diisopropylethylamine → N-{5-[3-Butyl-1-(2-fluorobenzyl)-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-ylmethyl]-pyridin-2-yl}-acetamide

HRID 720609Notes

Reaction equation

HRID 720609 reaction equation
[C:1]([NH:4][C:5]1[N:10]=[CH:9][C:8]([CH2:11][C:12](O)=O)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[NH2:15][C:16]1[C:17](=[O:36])[N:18]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[F:35])[C:19](=[O:27])[N:20]([CH2:23][CH2:24][CH2:25][CH3:26])[C:21]=1[NH2:22].F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.C(N(C(C)C)CC)(C)C>CN(C)C=O>[CH2:23]([N:20]1[C:21]2[N:22]=[C:12]([CH2:11][C:8]3[CH:7]=[CH:6][C:5]([NH:4][C:1](=[O:3])[CH3:2])=[N:10][CH:9]=3)[NH:15][C:16]=2[C:17](=[O:36])[N:18]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[F:35])[C:19]1=[O:27])[CH2:24][CH2:25][CH3:26]

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 21891734(6-Acetylamino-pyridin-3-yl)-acetic acidHCID 218917565,6-diamino-1-butyl-3-(2-fluorobenzyl)-1H-pyrimidine-2,4-dione

Product 1

HCID 10322198N-{5-[3-Butyl-1-(2-fluorobenzyl)-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-ylmethyl]-pyridin-2-yl}-acetamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

This compound was prepared by the method similar to that described in example 11 (method 1) except that the hydrochloride salt of (6-acetylamino-pyridin-3-yl)-acetic acid was used in place of N-acetyl-4-aminophenylacetic acid and the coupling to 5,6-diamino-1-butyl-3-(2-fluorobenzyl)-1H-pyrimidine-2,4-dione was performed with O-benzotriazol-1-yl-N,N,N′,N′-tetramethyluronium hexafluorophosphate and diisopropylethyl amine in N,N-dimethylformamide. MS, m/z(M+)=464.1971.

Workup

  1. customThis compound was prepared by the method similar to

Sources & evidence

ORD record
ord-805d2e96e5d4454586ba5384622db75e
Source dataset
uspto-grants-2006_11
Patent number
US07135475B2

Reaction notes

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