Isobutyryl chloride → HCID 178454625, compound

HRID 220307Notes

Reaction equation

[OH:1][C:2]1([CH2:16][CH2:17][N:18]([CH3:32])[CH2:19][CH2:20][CH2:21][C:22]2[NH:23][C:24]3[C:30]([OH:31])=[CH:29][CH:28]=[CH:27][C:25]=3[N:26]=2)[CH2:7][CH:6]2[CH2:8][CH2:9][CH:3]1[CH:4]=[C:5]2[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[C:33](Cl)(=[O:37])[CH:34]([CH3:36])[CH3:35]>>[C:33]([O:31][C:30]1[C:24]2[NH:23][C:22]([CH2:21][CH2:20][CH2:19][N:18]([CH3:32])[CH2:17][CH2:16][C@:2]3([O:1][C:2](=[O:1])[CH:3]([CH3:9])[CH3:4])[CH2:7][C@H:6]4[CH2:8][CH2:9][C@@H:3]3[CH:4]=[C:5]4[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=3)=[N:26][C:25]=2[CH:27]=[CH:28][CH:29]=1)(=[O:37])[CH:34]([CH3:36])[CH3:35]

Participants

Reactant 2

HCID 62325Isobutyryl chloride

HCID 178483378HCID 178483378, compound

Product 1

HCID 178454625HCID 178454625, compound

Procedure

Prepared according to procedure P1.4 in Example 1A using rac-(1R*,2R*,4R*)-2-(3-{[2-(2-hydroxy-5-phenyl-bicyclo[2.2.2]oct-5-en-2-yl)-ethyl]-methyl-amino}-propyl)-3H-benzoimidazol-4-ol and 5 eq. of isobutyryl chloride.

Workup

customPrepared

Sources & evidence

ORD record: ord-bc41136d6e634f12aad91b6327415040
Source dataset: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08202885B2

Reaction notes

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