Hexanal → HCID 131725111, compound

HRID 586815Notes

Reaction equation

[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:14])([F:13])[C:10]([OH:12])=[O:11].[F:15][C:16]([F:21])([F:20])[C:17]([OH:19])=[O:18].[CH3:22][C:23]1[CH:32]=[C:31]([CH2:33][O:34][C:35]2[CH:40]=[CH:39][C:38]([C:41]3([N:50]4[CH2:55][CH2:54][NH:53][CH2:52][CH2:51]4)[C:46](=[O:47])[NH:45][C:44](=[O:48])[NH:43][C:42]3=[O:49])=[CH:37][CH:36]=2)[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[N:24]=1.[CH:56](=O)[CH2:57][CH2:58][CH2:59][CH2:60][CH3:61]>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:14])([F:13])[C:10]([OH:12])=[O:11].[F:15][C:16]([F:21])([F:20])[C:17]([OH:19])=[O:18].[CH2:56]([N:53]1[CH2:54][CH2:55][N:50]([C:41]2([C:38]3[CH:37]=[CH:36][C:35]([O:34][CH2:33][C:31]4[C:30]5[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=5)[N:24]=[C:23]([CH3:22])[CH:32]=4)=[CH:40][CH:39]=3)[C:46](=[O:47])[NH:45][C:44](=[O:48])[NH:43][C:42]2=[O:49])[CH2:51][CH2:52]1)[CH2:57][CH2:58][CH2:59][CH2:60][CH3:61]

Participants

Reactant 2

HCID 6184Hexanal

HCID 131725107HCID 131725107, compound

Product 1

HCID 131725111HCID 131725111, compoundYield 63.2%

Procedure

Using a procedure analogous to Example 15, the product from example 14 (100 mg, 0.125 mmol) was treated with hexanal (18.8 mg, 1.5 eq) to provide the title barbituric acid (70.0 mg, 63%). MS found: (M+H)+=544.

Sources & evidence

ORD record: ord-01312ef6a6304015aca7db06b6e23f2a
Source dataset: uspto-grants-2005_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06936620B2

Reaction notes

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