2-Bromo-1-(4-phenoxyphenyl)ethan-1-one → HCID 67621205, compound

HRID 2293418Notes

Reaction equation

HRID 2293418 reaction equation
[NH:1]1[CH2:8][CH2:7][CH2:6][C@H:2]1[C:3]([OH:5])=O.[CH2:9]([NH:16][C:17](=[O:24])[C@H:18]([C@H:20]([CH2:22][CH3:23])[CH3:21])[NH2:19])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[O:25]([C:32]1[CH:37]=[CH:36][C:35]([C:38](=[O:41])[CH2:39]Br)=[CH:34][CH:33]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[O:25]([C:32]1[CH:33]=[CH:34][C:35]([C:38](=[O:41])[CH2:39][N:1]2[CH2:8][CH2:7][CH2:6][C@H:2]2[C:3]([N:16]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:17](=[O:24])[C@H:18]([C@H:20]([CH2:22][CH3:23])[CH3:21])[NH2:19])=[O:5])=[CH:36][CH:37]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 147976752-Bromo-1-(4-phenoxyphenyl)ethan-1-oneHCID 86751513HCID 86751513, compound

Product 1

HCID 67621205HCID 67621205, compoundYield 42.7%

Procedure

Using the procedure described in Example 5, treatment of L-proline-L-isoleucine benzylamide (200 mg, 0.63 mmol) with 4'-phenoxy-2-bromoacetophenone (275 mg, 0.95 mmol, 1.5 eq) provided 142 mg of L-isoleucine, N-[1-(2-(4-phenoxyphenyl)-2-oxoethyl)-L-prolyl] benzylamide as a foam.

Sources & evidence

ORD record
ord-ed2f73ab14e240d08c2d9b3120790627
Source dataset
uspto-grants-1997_11
Patent number
US05686424

Reaction notes

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