HCID 22923500, compound → HCID 22923432, compound

HRID 1451918Notes

Reaction equation

HRID 1451918 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][N:7]=[C:6]2[N:15]1[CH2:20][CH2:19][CH:18]([N:21]2[C:30](=[O:31])[C:29]3[C:24](=[CH:25][CH:26]=[C:27]([N+:32]([O-:34])=[O:33])[CH:28]=3)[N:23]([CH2:35]C3C=CC([N+]([O-])=O)=CC=3)[C:22]2=[O:45])[CH2:17][CH2:16]1.Br.[CH2:47](C1C(N2C(=O)C3C(=CC=C([N+]([O-])=O)C=3)N(C)C2=O)CCNC1)[CH3:48]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][N:7]=[C:6]2[N:15]1[CH2:16][CH2:17][CH:18]([N:21]2[C:30](=[O:31])[C:29]3[C:24](=[CH:25][CH:26]=[C:27]([N+:32]([O-:34])=[O:33])[CH:28]=3)[N:23]([CH3:35])[C:22]2=[O:45])[CH:19]([CH2:47][CH3:48])[CH2:20]1

Participants

3

Reactant 2

HCID 22923500HCID 22923500, compoundHCID 22923515HCID 22923515, compound

Product 1

HCID 22923432HCID 22923432, compoundYield 39%

Procedure

The procedure similar to that described in Example 15 was repeated, except that 61.1 mg (0.15 mmol) of 3-(1-exthoxycarbonyl-3-ethyl-4-piperidinyl)-1,2,3,4 -tetrahydro-1-methyl-6-nitro-2,4-dioxoquinazoline (Compound 11: diastereomixture) was used in place of Compound a, whereby 70.4 mg of crude 3-(3-ethyl-4-piperidinyl)-1,2,3,4-tetrahydro-1-methyl-6-nitro-2,4-dioxoquinazoline hydrobromide was obtained. The product was treated in the similar manner as in Example 15 to give 30.4 mg (yield: 39%) of Compound 104 as a 6:4 diastereomixture.

Workup

  1. customwas obtained
  2. additionThe product was treated in the similar manner as in Example 15

Sources & evidence

ORD record
ord-c4536721e65d44dca1dffc0956eba4e9
Source dataset
uspto-grants-1997_02
Patent number
US05605900

Reaction notes

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