Tert-butyl 4-bromobenzoate → HCID 46832609, compound

HRID 1510295Notes

Reaction equation

HRID 1510295 reaction equation
[C:1]1([C:7]2[O:8][C:9]([C:36](F)(F)F)=[C:10]([C:12]([NH:14][C:15]3[CH:20]=[CH:19][C:18]([CH:21]4[CH2:26][CH2:25][N:24]([C:27]5[CH:35]=[CH:34][C:30]([C:31]([OH:33])=[O:32])=[CH:29][CH:28]=5)[CH2:23][CH2:22]4)=[CH:17][CH:16]=3)=[O:13])[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:40]1(C2OC(C(F)(F)F)=C(C(NC3C=CC(C4CCN(C5C=C(C=CC=5)C(O)=O)CC4)=CC=3)=O)N=2)C=CC=CC=1.N1CCC(C2C=CC(NC(C3N=C(C4C=CC=CC=4)OC=3CC)=O)=CC=2)CC1.C(OC(=O)C1C=CC(Br)=CC=1)(C)(C)C>>[CH2:36]([C:9]1[O:8][C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[N:11][C:10]=1[C:12]([NH:14][C:15]1[CH:20]=[CH:19][C:18]([CH:21]2[CH2:26][CH2:25][N:24]([C:27]3[CH:35]=[CH:34][C:30]([C:31]([OH:33])=[O:32])=[CH:29][CH:28]=3)[CH2:23][CH2:22]2)=[CH:17][CH:16]=1)=[O:13])[CH3:40]

Participants

5

Reactant 4

HCID 11334366Tert-butyl 4-bromobenzoateHCID 46833515HCID 46833515, compoundHCID 46833809HCID 46833809, compoundHCID 593712432-Phenyl-5-ethyl-oxazole-4-carboxylic acid (4-piperidin-4-yl-phenyl)-amide

Product 1

HCID 46832609HCID 46832609, compound

Procedure

With the same method used for the preparation of 4-(4-{4-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenyl}-piperidin-1-yl)-benzoic acid, 3-(4-{4-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenyl}-piperidin-1-yl)-benzoic acid was prepared from 2-phenyl-5-ethyl-oxazole-4-carboxylic acid (4-piperidin-4-yl-phenyl)-amide and 4-bromobenzoic acid tert-butyl ester. LC-MS for C30H29N3O4 (m/e) calcd 495, obsd 496 (M+H). 1H-NMR is consistent with the desired structure.

Sources & evidence

ORD record
ord-8216e68525594583ba1cb2f0108fd8ca
Source dataset
uspto-grants-2012_07
Patent number
US08211914B2

Reaction notes

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