Ammonia → 2-Cycloheptyl-2-[4-(quinolin-2-yl-methoxy)phenyl]acetic acid N-hydroxy-N-methoxy-amide
Reaction equation
[CH:1]1([CH:8]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][C:20]3[CH:29]=[CH:28][C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[N:21]=3)=[CH:14][CH:13]=2)[C:9]([OH:11])=O)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C1(C(C2C=CC([O:45][CH2:46]C3C=CC4C(=CC=CC=4)N=3)=CC=2)C(O)=O)CCCC1.C1C2C(=CC=CC=2)C=CC=1COC1C=C(C([O:85][N:86]=CC(O)=O)CCCC2C=CC=CC=2)C=CC=1.N>>[OH:85][N:86]([O:45][CH3:46])[C:9](=[O:11])[CH:8]([CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1)[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][C:20]2[CH:29]=[CH:28][C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[N:21]=2)=[CH:14][CH:13]=1Participants
Reactant 4
Product 1
Procedure
The desired material was prepared according to the procedures described in Example 4 substituting 2-cycloheptyl-2-[4-(quinolin-2yl-methoxy)phenyl]acetic acid, prepared according to the procedure described in U.S. Pat. No. 4970215, for 2-cyclopentyl-2-[4-(quinolin-2-yl-methoxy)phenyl]acetic acid and Example 6 substituting 2-cycloheptyl-2-[4-(quinolin-2-yl-methoxy)phenyl]-acetic acid for {[1-(3-[2-naphthylmethoxy]-phenyl)4-phenylbutyl]oximino}acetic acid. 1H NMR (DMSO-d6, 300 MHz) δ 0.93 (m, 1H), 1.22 (m, 3H), 1.48 (m, 8H), 2.1 (m, 1H), 3.02 (s, 3H), 3.94 (d, J=7Hz, 1H), 5.33 (s, 2H), 7.0 (d, J=7Hz, 2H), 7.23 (d, J =7Hz, 2H), 7.62 (d-t, J=8Hz, 2Hz, 1H), 7.68 (d, J=8Hz, 1H), 7.8 (d-t, J=8Hz, 2Hz, 1H), 8.0 (t, J=8Hz, 2H), 8.42 (d, J=8Hz, 1H), 9.82 (s, 1H). IR (CDCl3): 3520, 1610 cm-1. MS (DCI/NH3) m/e 419 (M+H)+.
Workup
- customprepared
Sources & evidence
- ORD record
- ord-6412f83e57ea4a19b771ed2d74425726
- Source dataset
- uspto-grants-1994_10
- Patent number
- US05358955
Reaction notes
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