4-Methoxy-7-morpholinobenzo[d]thiazol-2-amine → HCID 86602720, compound

HRID 269737Notes

Reaction equation

HRID 269737 reaction equation
[CH3:1][O:2][C:3]1[C:8]2[N:9]=[C:10]([NH2:12])[S:11][C:7]=2[C:6]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)=[CH:5][CH:4]=1.Cl[C:20]([CH2:22][C@@H:23]1[CH2:27][CH2:26][C@H:25]([O:28][C:29](=[O:31])[CH3:30])[CH2:24]1)=[O:21]>>[C:29]([O:28][C@@H:25]1[CH2:26][CH2:27][C@H:23]([CH2:22][C:20]([NH:12][C:10]2[S:11][C:7]3[C:6]([N:13]4[CH2:18][CH2:17][O:16][CH2:15][CH2:14]4)=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[C:8]=3[N:9]=2)=[O:21])[CH2:24]1)(=[O:31])[CH3:30]

Participants

3

Reactant 2

HCID 114028614-Methoxy-7-morpholinobenzo[d]thiazol-2-amineHCID 127260731HCID 127260731, compound

Product 1

HCID 86602720HCID 86602720, compound

Procedure

Using 4-methoxy-7-morpholin-4-yl-benzothiazol-2-ylamine and (rac)-(cis)-acetic acid 3-chlorocarbonylmethyl-cyclopentyl ester, (rac)-(cis)-2-(3-acetoxy-cyclopentyl)-N-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-acetamide was obtained. Separation by preparative chiral HPLC (Chiralpack AD, eluent heptane/isopropanol 85:15) afforded the tide compound as later eluting isomer. Light yellow crystals (4% yield). MS: m/e=434(M+H+), mp 172-173° C.

Sources & evidence

ORD record
ord-42930976f5284a36b506e54f7b591b97
Source dataset
uspto-grants-2008_11
Patent number
US07449461B2

Reaction notes

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