Sodium hydride → (E)-3-[1-(Biphenyl-4-sulfonyl)-1H-pyrrol-3-yl]-acrylic acid tert-butyl ester

HRID 564264Notes

Reaction equation

HRID 564264 reaction equation
[H-].[Na+].[C:3]([O:7][C:8](=[O:16])/[CH:9]=[CH:10]/[C:11]1[CH:15]=[CH:14][NH:13][CH:12]=1)([CH3:6])([CH3:5])[CH3:4].[C:17]1([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:22]=[CH:21][C:20]([S:23](Cl)(=[O:25])=[O:24])=[CH:19][CH:18]=1>>[C:3]([O:7][C:8](=[O:16])/[CH:9]=[CH:10]/[C:11]1[CH:15]=[CH:14][N:13]([S:23]([C:20]2[CH:19]=[CH:18][C:17]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[CH:22][CH:21]=2)(=[O:25])=[O:24])[CH:12]=1)([CH3:6])([CH3:4])[CH3:5]

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 74192(1,1'-Biphenyl)-4-sulphonyl chlorideHCID 66646340tert-butyl (2E)-3-(1H-pyrrol-3-yl)prop-2-enoate2×

Product 1

HCID 66646172(E)-3-[1-(Biphenyl-4-sulfonyl)-1H-pyrrol-3-yl]-acrylic acid tert-butyl ester

Procedure

Starting materials: sodium hydride 60% (0.207 g), (E)-3-(1H-pyrrol-3-yl)-acrylic acid tert-butyl ester (compound D1) (0.531 g), 4-biphenylsulphonylchloride (0.834 g). Reaction conditions: −30° C., 10 min; 30° C., 30 min.

Workup

  1. customReaction conditions
  2. custom−30° C., 10 min
  3. custom30° C., 30 min.

Sources & evidence

ORD record
ord-2abdedd2c71043feb858ca83d91a8789
Source dataset
uspto-grants-2011_11
Patent number
US08067615B2

Reaction notes

Loading…