Diethylamine → HCID 178463807, compound

HRID 2408516Notes

Reaction equation

HRID 2408516 reaction equation
[CH3:1][C:2]1([CH3:31])[CH2:7][CH2:6][C:5]([C:8]2[CH:13]=[C:12]([CH:14]3[CH2:19][CH2:18][C:17](=O)[CH2:16][CH2:15]3)[CH:11]=[CH:10][C:9]=2[NH:21][C:22]([C:24]2[NH:25][CH:26]=[C:27]([C:29]#[N:30])[N:28]=2)=[O:23])=[CH:4][CH2:3]1.[CH2:32]([NH:34][CH2:35][CH3:36])[CH3:33].[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>>[CH2:32]([N:34]([CH2:35][CH3:36])[CH:17]1[CH2:16][CH2:15][CH:14]([C:12]2[CH:11]=[CH:10][C:9]([NH:21][C:22]([C:24]3[NH:25][CH:26]=[C:27]([C:29]#[N:30])[N:28]=3)=[O:23])=[C:8]([C:5]3[CH2:6][CH2:7][C:2]([CH3:1])([CH3:31])[CH2:3][CH:4]=3)[CH:13]=2)[CH2:19][CH2:18]1)[CH3:33]

Participants

4

Reactant 3

HCID 8021DiethylamineHCID 5049666Sodium triacetoxyborohydrideHCID 178424455HCID 178424455, compound

Product 1

HCID 178463807HCID 178463807, compound

Procedure

The title compound is prepared from 4-cyano-1H-imidazole-2-carboxylic acid [2-(4,4-dimethyl-cyclohex-1-enyl)-4-(4-oxo-cyclohexyl)-phenyl]-amide (as prepared in Example 23) and diethylamine using NaBH(OAc)3 according to literature procedure (J. Org. Chem., 61, 3849-62 (1996)).

Sources & evidence

ORD record
ord-ae46fc58ce144efc994a221fe7b4019a
Source dataset
uspto-grants-2014_08
Patent number
US08815867B2

Reaction notes

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