Cyanogen Bromide → HCID 22449604, compound

HRID 2187076Notes

Reaction equation

HRID 2187076 reaction equation
[N:1]#[C:2]Br.[O:4]=[C:5]1[NH:14][C:13](=[O:15])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]1[CH2:16][CH2:17][CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][CH:23]([O:26][CH:27]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:22][CH2:21]1>>[O:4]=[C:5]1[N:14]([C:2]#[N:1])[C:13](=[O:15])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]1[CH2:16][CH2:17][CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][CH:23]([O:26][CH:27]([C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=2)[C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH2:22][CH2:21]1

Participants

3

Reactant 2

HCID 10476Cyanogen BromideHCID 15923534HCID 15923534, compound

Product 1

HCID 22449604HCID 22449604, compoundYield 64.3%

Procedure

Using the method similar to that in Example 61 and cyanogen bromide (657 mg, 6.20 mmol) instead of benzyl bromide and starting from 2,4-dioxo-1-[4-(4-diphenylmethoxypiperidino)butyl]-1,2,3,4-tetrahydroquinazoline (2.50 g, 5.17 mmol) obtained in Example 2, the title compound (1.69 g, 64%) was synthesized. Recrystallization from ethyl acetate yielded a colorless crystal having a melting point of 106 to 107° C.

Workup

  1. customRecrystallization from ethyl acetate
  2. customyielded a colorless crystal

Sources & evidence

ORD record
ord-070d3f8d17b64aea92137391e339b3c5
Source dataset
uspto-grants-2002_06
Patent number
US06407116B1

Reaction notes

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