Tert-Butylamine → HCID 19422003, compound

HRID 744725Notes

Reaction equation

HRID 744725 reaction equation
[CH2:1]([N:8]1[C:12]([C:13](=[O:29])[CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19](C(NC(C)(C)C)=O)=[CH:18][CH:17]=2)=[CH:11][N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([N:37]1C(C(=O)C)=CN=C1)C1C=CC=CC=1.C(OC(C1C=CC([CH:54]=[O:55])=CC=1)=O)C.[C:58]([NH2:62])([CH3:61])([CH3:60])[CH3:59].Br[C:64]1[CH:69]=[CH:68][C:67]([F:70])=[CH:66][CH:65]=1>>[CH2:1]([N:8]1[C:12]([C:13]([C:64]2[CH:69]=[CH:68][C:67]([F:70])=[CH:66][CH:65]=2)([OH:29])[CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([NH:37][C:54]([NH:62][C:58]([CH3:61])([CH3:60])[CH3:59])=[O:55])=[CH:18][CH:17]=2)=[CH:11][N:10]=[CH:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 5

HCID 6385Tert-ButylamineHCID 99931-Bromo-4-fluorobenzeneHCID 80498Ethyl 4-formylbenzoateHCID 116153681-(1-Benzyl-1H-imidazol-5-yl)ethan-1-oneHCID 54337796HCID 54337796, compound

Product 1

HCID 19422003HCID 19422003, compound

Procedure

1-benzyl-5-[3-(4-tert-butylaminocarbonylaminophenyl)-1-(4-fluorophenyl)1-hydroxypropyl]-1H-imidazole is prepared from 1 -benzyl-5-[3-(4-tert-butylaminocarbonylphenyl)-1-oxopropyl]-1H-imidazole (synthesized by aldol condensation from 1-benzyl-5-acetyl-1H-imidazole and 4-ethoxycarbonylbenzaldehyde followed by hydrogenation, converting to corresponding acid chloride and allowing the product to react with tert-butylamine) and 4-bromofluorobenzene by the method described in the example 7c).

Sources & evidence

ORD record
ord-15271cc6b28e43129705559cde0e4358
Source dataset
uspto-grants-1996_09
Patent number
US05559141

Reaction notes

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