5-Bromopentanenitrile → HCID 70154583, compound

HRID 2187077Notes

Reaction equation

Br[CH2:2][CH2:3][CH2:4][CH2:5][C:6]#[N:7].[O:8]=[C:9]1[NH:18][C:17](=[O:19])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]1[CH2:20][CH2:21][CH2:22][CH2:23][N:24]1[CH2:29][CH2:28][CH:27]([O:30][CH:31]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH2:26][CH2:25]1>>[O:8]=[C:9]1[N:18]([CH2:2][CH2:3][CH2:4][CH2:5][C:6]#[N:7])[C:17](=[O:19])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]1[CH2:20][CH2:21][CH2:22][CH2:23][N:24]1[CH2:29][CH2:28][CH:27]([O:30][CH:31]([C:38]2[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=2)[C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH2:26][CH2:25]1

Participants

Reactant 2

HCID 794355-Bromopentanenitrile

HCID 15923534HCID 15923534, compound

Product 1

HCID 70154583HCID 70154583, compoundYield 66.3%

Procedure

Using the method similar to that in Example 61 and 5-bromovaleronitrile (1.09 ml, 9.31 mmol) instead of benzyl bromide and starting from 2,4-dioxo-1-[4-(4-diphenylmethoxypiperidino)butyl]-1,2,3,4-tetrahydroquinazoline (3.00 g, 6.20 mmol) obtained in Example 2, a free salt of the title compound (2.32 g, 66%) was obtained as an oil.

Sources & evidence

ORD record: ord-77cef407fc9e49b29da5744eed007998
Source dataset: uspto-grants-2002_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06407116B1

Reaction notes

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