4-(4-Chlorophenoxy)aniline → HCID 67010395, compound

HRID 1630068Notes

Reaction equation

HRID 1630068 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][C:7]2[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.C(OC([N:23]1[CH2:27][C@H:26]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:25][C@H:24]1[C:35](O)=[O:36])=O)(C)(C)C>>[CH2:28]([C@H:26]1[CH2:27][NH:23][C@H:24]([C:35]([NH:11][C:10]2[CH:12]=[CH:13][C:7]([O:6][C:5]3[CH:14]=[CH:15][C:2]([Cl:1])=[CH:3][CH:4]=3)=[CH:8][CH:9]=2)=[O:36])[CH2:25]1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

3

Reactant 2

HCID 75784-(4-Chlorophenoxy)anilineHCID 2761964HCID 2761964, compound

Product 1

HCID 67010395HCID 67010395, compoundYield 47%

Procedure

Proceeding as in Reference 6, but substituting 4-(4-chlorophenoxy)aniline and (2S,4R)-1-(tert-butoxycarbonyl)-4-(benzyl)pyrrolidine-2-carboxylic acid, gave (2S,4R)-4-benzyl-N-(4-(4-chlorophenoxy)phenyl)pyrrolidine-2-carboxamide (190 mg, 47%).

Sources & evidence

ORD record
ord-9d522c58d5294f969ada6ceca3f0009d
Source dataset
uspto-grants-2014_07
Patent number
US08791102B2

Reaction notes

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