Morpholine → 2-Tert-butoxy-2-(1-(4-chlorophenyl)-3-methyl-4-(morpholinomethyl)naphthalen-2-yl)acetic acid

HRID 514131Notes

Reaction equation

HRID 514131 reaction equation
[C:1]([O:5][CH:6]([C:10]1[C:19]([CH3:20])=[C:18]([CH2:21][N:22]([CH3:24])[CH3:23])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]=1[C:25]1[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=1)[C:7]([OH:9])=[O:8])([CH3:4])([CH3:3])[CH3:2].N1C[CH2:36][O:35][CH2:34]C1>>[C:1]([O:5][CH:6]([C:10]1[C:19]([CH3:20])=[C:18]([CH2:21][N:22]2[CH2:24][CH2:36][O:35][CH2:34][CH2:23]2)[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]=1[C:25]1[CH:26]=[CH:27][C:28]([Cl:31])=[CH:29][CH:30]=1)[C:7]([OH:9])=[O:8])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Procedure

2-tert-Butoxy-2-(1-(4-chlorophenyl)-3-methyl-4-(morpholinomethyl)naphthalen-2-yl)acetic acid (134) was prepared in a manner similar to 2-tert-butoxy-2-(1-(4-chlorophenyl)-4-((dimethylamino)methyl)-3-methylnaphthalen-2-yl)acetic acid of Example 131, except using morpholine in the reductive amination step. LCMS-ESI+ (m/z): [M+H]+ calcd for C28H33ClNO4: 482.2; Found: 482.0.

Sources & evidence

ORD record
ord-e5a1605f20e5437b86e1dccaf53d4221
Source dataset
uspto-grants-2015_08
Patent number
US09102614B2

Reaction notes

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