Dimethylamine → HCID 24826779, compound

HRID 2408511Notes

Reaction equation

HRID 2408511 reaction equation
[CH3:1][C:2]1([CH3:32])[CH2:7][CH2:6][C:5]([C:8]2[CH:13]=[C:12]([C:14]3([OH:21])[CH2:19][CH2:18][C:17](=O)[CH2:16][CH2:15]3)[CH:11]=[CH:10][C:9]=2[NH:22][C:23]([C:25]2[NH:26][C:27]([C:30]#[N:31])=[CH:28][N:29]=2)=[O:24])=[CH:4][CH2:3]1.[CH3:33][NH:34][CH3:35].[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>>[CH3:33][N:34]([CH3:35])[CH:17]1[CH2:18][CH2:19][C:14]([C:12]2[CH:11]=[CH:10][C:9]([NH:22][C:23]([C:25]3[NH:26][C:27]([C:30]#[N:31])=[CH:28][N:29]=3)=[O:24])=[C:8]([C:5]3[CH2:6][CH2:7][C:2]([CH3:1])([CH3:32])[CH2:3][CH:4]=3)[CH:13]=2)([OH:21])[CH2:15][CH2:16]1

Participants

4

Reactant 3

HCID 674DimethylamineHCID 5049666Sodium triacetoxyborohydrideHCID 24826778HCID 24826778, compound

Product 1

HCID 24826779HCID 24826779, compound

Procedure

The title compound is prepared from 5-cyano-1H-imidazole-2-carboxylic acid [2-(4,4-dimethyl-cyclohex-1-enyl)-4-(1-hydroxy-4-oxo-cyclohexyl)-phenyl]-amide (as prepared in Example 21) and dimethylamine (solution in THF) using NaBH(OAc)3 according to literature procedure (J. Org. Chem., 61, 3849-62 (1996)).

Sources & evidence

ORD record
ord-3a17319c53304207a3bc51cf6f44dd97
Source dataset
uspto-grants-2014_08
Patent number
US08815867B2

Reaction notes

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