Ethyl 5-bromo-6-methoxy-3-pyridineacetate → (5-{2-[(N-Acetyl-N-benzyl-amino)-methyl]-4-trifluoromethyl-phenyl}-6-methoxy-pyridin-3-yl)-acetic acid

HRID 554658Notes

Reaction equation

HRID 554658 reaction equation
[CH2:1]([N:8]([CH2:12][C:13]1[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=[CH:15][C:14]=1B1OC(C)(C)C(C)(C)O1)[C:9](=[O:11])[CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O:34][C:35](=[O:46])[CH2:36][C:37]1[CH:38]=[N:39][C:40]([O:44][CH3:45])=[C:41](Br)[CH:42]=1)C>>[C:9]([N:8]([CH2:12][C:13]1[CH:18]=[C:17]([C:19]([F:22])([F:20])[F:21])[CH:16]=[CH:15][C:14]=1[C:41]1[CH:42]=[C:37]([CH2:36][C:35]([OH:46])=[O:34])[CH:38]=[N:39][C:40]=1[O:44][CH3:45])[CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)(=[O:11])[CH3:10]

Participants

3

Reactant 2

HCID 58539686Ethyl 5-bromo-6-methoxy-3-pyridineacetateHCID 67212483N-Benzyl-N-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-trifluoromethyl-benzyl]-acetamide

Product 1

HCID 45138921(5-{2-[(N-Acetyl-N-benzyl-amino)-methyl]-4-trifluoromethyl-phenyl}-6-methoxy-pyridin-3-yl)-acetic acid

Procedure

Prepared according to the procedure described in Example 17, Step 4 and Step 5, using the following starting materials: N-benzyl-N-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-trifluoromethyl-benzyl]-acetamide and (5-bromo-6-methoxy-pyridin-3-yl)-acetic acid ethyl ester.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-0b919cce3909450ca34d60a884a3078f
Source dataset
uspto-grants-2011_11
Patent number
US08049015B2

Reaction notes

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