HCID 86689573, compound → HCID 86689575, compound

HRID 1853936Notes

Reaction equation

HRID 1853936 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:13][C:12]([C:14](Cl)=[O:15])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.[NH2:17][C:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH2:28][CH2:27][C@H:26]([NH:29][C:30](=[O:36])[O:31][C:32]([CH3:35])([CH3:34])[CH3:33])[CH2:25]2)=[CH:20][C:19]=1[Br:37]>>[Br:37][C:19]1[CH:20]=[C:21]([N:24]2[CH2:28][CH2:27][C@H:26]([NH:29][C:30](=[O:36])[O:31][C:32]([CH3:34])([CH3:33])[CH3:35])[CH2:25]2)[CH:22]=[CH:23][C:18]=1[NH:17][C:14]([C:12]1[S:13][C:9]([C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)=[CH:10][CH:11]=1)=[O:15]

Participants

3

Reactant 2

HCID 86689573HCID 86689573, compoundHCID 86689574HCID 86689574, compound

Product 1

HCID 86689575HCID 86689575, compoundYield 39.7%

Procedure

Following Step 1 from General Procedure A, 5-(4-methoxyphenyl)thiophene-2-carbonyl chloride (640 mg, 2.5 mmol) was reacted with (S)-tert-butyl 1-(4-amino-3-bromophenyl)pyrrolidin-3-ylcarbamate (800 mg, 2.2 mmol) to afford the desired product (500 mg, 39%) as a light yellow solid: ESI MS m/z 573 [C27H30BrN3O4S+H]+.

Sources & evidence

ORD record
ord-09461ef86bbc477bbd132205c6a01b7d
Source dataset
uspto-grants-2015_02
Patent number
US08962648B2

Reaction notes

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