Methanesulfonyl chloride → HCID 22449872, compound

HRID 2187075Notes

Reaction equation

HRID 2187075 reaction equation
[CH3:1][S:2]([Cl:5])(=[O:4])=[O:3].[NH2:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[N:13]([CH2:17][CH2:18][CH2:19][CH2:20][N:21]1[CH2:26][CH2:25][CH:24]([O:27][CH:28]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[CH2:23][CH2:22]1)[C:12](=[O:41])[NH:11][C:10]2=[O:42]>>[ClH:5].[O:41]=[C:12]1[NH:11][C:10](=[O:42])[C:9]2[C:14](=[CH:15][CH:16]=[C:7]([NH:6][S:2]([CH3:1])(=[O:4])=[O:3])[CH:8]=2)[N:13]1[CH2:17][CH2:18][CH2:19][CH2:20][N:21]1[CH2:26][CH2:25][CH:24]([O:27][CH:28]([C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 22449735HCID 22449735, compound

Product 1

HCID 22449872HCID 22449872, compoundYield 58%

Procedure

Using the method similar to that in Example 43 and methanesulfonyl chloride (190 ml, 2.45 mmol) instead of ethylmalonyl chloride and starting from 6-amino-2,4-dioxo-1-[4-(4-diphenylmethoxypiperidino)butyl]-1,2,3,4-tetrahydroquinazoline (1.02 g, 2.05 mmol) obtained in Example 40, a free salt of the title compound (681 mg, 58%) was synthesized. Recrystallization from ethyl acetate yielded a colorless crystal having a melting point of 204 to 205° C.

Workup

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

Sources & evidence

ORD record
ord-07499cd819ef48e4a3356f5972b0b82a
Source dataset
uspto-grants-2002_06
Patent number
US06407116B1

Reaction notes

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