4-Bromo-2-nitrophenol → HCID 18446858, compound

HRID 1269144Notes

Reaction equation

CO[C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10](=[O:14])[CH:11]([CH3:13])[CH3:12])=[CH:5][C:4]=1[CH:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1.CC1(C)C(C)(C)OB(C2CCN(C(OC(C)(C)C)=O)CC=2)[O:23]1.BrC1C=CC(O)=C([N+]([O-])=O)C=1.C(Cl)(=O)C(C)C>>[OH:23][C:7]1[CH:8]=[CH:3][C:4]([CH:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)=[CH:5][C:6]=1[NH:9][C:10](=[O:14])[CH:11]([CH3:13])[CH3:12]

Participants

Reactant 4

HCID 243644-Bromo-2-nitrophenol

HCID 62325Isobutyryl chloride

HCID 4642098Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate

HCID 18446875HCID 18446875, compound

Product 1

HCID 18446858HCID 18446858, compound

Procedure

Prepared by the procedure for N-[4-methoxy-3-(4-piperidinyl)phenyl]-2-methylpropanamide using tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate and 4-bromo-2-nitrophenol and acylating with isobutyryl chloride: ESMS m/e: 263.4 (M+H)+.

Sources & evidence

ORD record: ord-967de534a3fd4c41b408f9cd15fc88df
Source dataset: uspto-grants-2007_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07199135B2

Reaction notes

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