5-Aminopentan-1-ol → HCID 178433156, compound

HRID 1371218Notes

Reaction equation

HRID 1371218 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][OH:7].[CH3:8][C:9]1[NH:14][C:13]2=[CH:15][C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:17][C:12]2=[C:11]([Cl:24])[N:10]=1>>[OH2:7].[ClH:24].[CH3:8][C:9]1[NH:14][C:13]2[C:12]([N:17]=[C:16]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:15]=2)=[C:11]([NH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][OH:7])[N:10]=1

Participants

3

Reactant 2

HCID 756345-Aminopentan-1-olHCID 178432852HCID 178432852, compound

Product 1

HCID 178433156HCID 178433156, compound

Procedure

The title compound was prepared according to the procedure described in Example 173, using 5-amino-1-pentanol (Fluka Chemika) (0.35 g, 3.4 mmol) and 2-methyl-4-chloro-6-phenylpyrrolo[3,2-d]pyrimidine (Example 1e) (0.42 g, 1.73 mmol), as a white solid (0.36 g, 61%). 1H NMR (DMSO-d6; 400 MHz): d 1.46 (br s, 4), 1.68 (bs, 2), 2.58 (s, 3), 3.62 (br s, 2), 4.40 (br s, 1), 6.93 (s, 1), 7.46-7.54 (m, 3), 8.05 (br, 2), 9.61 (s, 1), 13.47 (s, 1). MS m/z: 311 (M+1). Anal. Calcd for C18H22N4O.HCl.0.28H2O: C, 61.42; H, 6.75; N, 15.92; Cl, 10.07. Found: C, 61.42; H, 6.67; N, 15.75; Cl, 10.17.

Sources & evidence

ORD record
ord-7f108a35d0124bcbbec57cd25ae6b6e2
Source dataset
uspto-grants-2003_06
Patent number
US06583154B1

Reaction notes

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