4-(3-Morpholinopyrrolidin-1-yl)benzoic acid → tert-Butyl 2-(4-(3-morpholinopyrrolidin-1-yl)benzamido)-4-(thiophen-2-yl)phenylcarbamate

HRID 1907743Notes

Reaction equation

HRID 1907743 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]2[S:9][C:10](Cl)=[CH:11][CH:12]=2)[CH:5]=[CH:4][C:3]=1[NH:14][C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18].CN(C)[C@@H]1CCN(CC2C=CC(C(O)=O)=CC=2)C1.[O:40]1[CH2:45][CH2:44][N:43]([CH:46]2[CH2:50][CH2:49][N:48]([C:51]3[CH:59]=[CH:58][C:54]([C:55](O)=[O:56])=[CH:53][CH:52]=3)[CH2:47]2)[CH2:42][CH2:41]1>>[O:40]1[CH2:45][CH2:44][N:43]([CH:46]2[CH2:50][CH2:49][N:48]([C:51]3[CH:59]=[CH:58][C:54]([C:55]([NH:1][C:2]4[CH:7]=[C:6]([C:8]5[S:9][CH:10]=[CH:11][CH:12]=5)[CH:5]=[CH:4][C:3]=4[NH:14][C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:56])=[CH:53][CH:52]=3)[CH2:47]2)[CH2:42][CH2:41]1

Participants

4

Reactant 3

HCID 597372474-(3-Morpholinopyrrolidin-1-yl)benzoic acidHCID 59737400tert-Butyl 2-amino-4-(5-chlorothiophen-2-yl)phenylcarbamateHCID 59737509(R)-4-((3-(Dimethylamino)pyrrolidin-1-yl)methyl)benzoic acid

Product 1

HCID 86620428tert-Butyl 2-(4-(3-morpholinopyrrolidin-1-yl)benzamido)-4-(thiophen-2-yl)phenylcarbamateYield 40%

Procedure

Following the same procedure as described in Example 1, step 6 (scheme 1), but substituting compound 4 for compound 168 and compound 7 for compound 269, title compound 270 was obtained in 40% yield.

Sources & evidence

ORD record
ord-bf86a3fa52994c008434f1b070797790
Source dataset
uspto-grants-2013_12
Patent number
US08598168B2

Reaction notes

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