2-Methyl-2-(4-methylphenyl)morpholine → HCID 86700411, compound
Reaction equation
[C:1]([O:5][C@@H:6]([C:10]1[C:32]([CH3:33])=[CH:31][C:13]2[N:14]=[C:15]([N:17]3[CH2:22][CH2:21][O:20][C:19]([C:24]4[CH:29]=[CH:28][C:27](Cl)=[CH:26][CH:25]=4)(C)[CH2:18]3)[S:16][C:12]=2[C:11]=1[C:34]1[CH:39]=[CH:38][C:37]([Cl:40])=[CH:36][CH:35]=1)[C:7]([OH:9])=[O:8])([CH3:4])([CH3:3])[CH3:2].CC1C=CC(C2(C)OCCNC2)=CC=1>>[C:1]([O:5][C@@H:6]([C:10]1[C:32]([CH3:33])=[CH:31][C:13]2[N:14]=[C:15]([N:17]3[CH2:22][CH2:21][O:20][CH:19]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH2:18]3)[S:16][C:12]=2[C:11]=1[C:34]1[CH:35]=[CH:36][C:37]([Cl:40])=[CH:38][CH:39]=1)[C:7]([OH:9])=[O:8])([CH3:4])([CH3:2])[CH3:3]Participants
3
Procedure
(2S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(2-phenylmorpholino)benzo[d]thiazol-6-yl)acetic acid was prepared using the similar procedure as (2S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(2-(4-chlorophenyl)-2-methylmorpholino)-5-methylbenzo[d]thiazol-6-yl)acetic acid except 2-(4-methylphenyl)-2-methylmorpholine was used instead of 2-(4-chlorophenyl)-2-methylmorpholine. LCMS-ESI+: calc'd for C30H31ClN2O4S: 551.2, 553.2 (M+H+); found: 551.3, 553.3 (M+H+). 1H-NMR: 400 MHz, (CD3C1) δ: 7.62 (dd, J1=2.4 Hz, J2=10 Hz, 1H), 7.49 (m, 3H), 7.3-7.4 (m, 6H), 5.13 (s, 1H), 4.58 (d, J=10.8 Hz, 1H), 4.09 (m, 2H), 3.80 (m, 2H), 3.64 (m, 1H), 3.37 (m, 1H), 3.08 (dd, J1=12.8 Hz, J2=10.8 Hz, 1H. 50 (s, 3H), 2.49 (s, 3H), 0.93 (s, 9H).
Sources & evidence
- ORD record
- ord-851809e61d7f40368b851a738df9b6ae
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08987250B2
Reaction notes
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