Pyrrolidine → HCID 66800032, compound

HRID 589713Notes

Reaction equation

Br[C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([S:10]([NH:13][C:14]3[CH:15]=[C:16]([CH:22]=[CH:23][CH:24]=3)[C:17]([O:19][CH2:20][CH3:21])=[O:18])(=[O:12])=[O:11])=[C:7]([CH3:25])[C:6]=2[CH:26]=1.[NH:27]1[CH2:31][CH2:30][CH2:29][CH2:28]1>>[CH3:25][C:7]1[C:6]2[CH:26]=[C:2]([N:27]3[CH2:31][CH2:30][CH2:29][CH2:28]3)[CH:3]=[CH:4][C:5]=2[S:9][C:8]=1[S:10]([NH:13][C:14]1[CH:15]=[C:16]([CH:22]=[CH:23][CH:24]=1)[C:17]([O:19][CH2:20][CH3:21])=[O:18])(=[O:12])=[O:11]

Participants

Reactant 2

HCID 31268Pyrrolidine

HCID 66799887HCID 66799887, compound2×

Product 1

HCID 66800032HCID 66800032, compound

Procedure

The intermediate ethyl 3-{[(3-methyl-5-pyrrolidin-1-yl-1-benzothiophen-2-yl)sulfonyl]amino}benzoate was prepared from ethyl 3-{[(5-bromo-3-methyl-1-benzothien-2-yl)sulfonyl]amino}benzoate (Intermediate 18) (45 mg, 0.1 mmol) and pyrrolidine (8 mg, 0.12 mmol) according to General Procedure 4, described in Example 45.

Sources & evidence

ORD record: ord-343f081603ee4b739ee2aa966a5a3997
Source dataset: uspto-grants-2016_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09233946B2

Reaction notes

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