2-Methyl-2-(4-methylphenyl)morpholine → HCID 72194238, compound

HRID 879592Notes

Reaction equation

HRID 879592 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)([CH3:23])[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].[CH3:41]C1C=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][C:19]([CH3:23])([C:24]4[CH:29]=[CH:28][C:27]([CH3:41])=[CH:26][CH:25]=4)[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])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 242088072-Methyl-2-(4-methylphenyl)morpholineHCID 86700405HCID 86700405, compound

Product 1

HCID 72194238HCID 72194238, compound

Procedure

(2S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(2-methyl-2-p-tolylmorpholino)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 C32H35ClN2O4S: 579.2, 581.2 (M+H+); found: 579.4, 581.3 (M+H+). 1H-NMR: 400 MHz, (CD3OD) δ: 7.62 (m, 1H), 7.47-7.54 (m, 3H), 7.32 (m, 3H), 7.14 (m, 2H), 5.14 (s, 1H), 4.31 (t, J=12.8 Hz, 1H), 3.80 (m, 1H), 3.64 (m, 1H), 3.40-3.51 (m, 3H), 2.50 (s, 3H), 2.28 (s, 3H), 1.44 (s, 3H), 0.95 (s, 9H).

Sources & evidence

ORD record
ord-22b55ca7cf0445129be74abb38c33579
Source dataset
uspto-grants-2015_03
Patent number
US08987250B2

Reaction notes

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