Cyclopentanecarbonyl chloride → HCID 67315113, compound

HRID 1012840Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[C:16]3[O:15][C:14]([C:17]([NH:19][C@@H:20]4[CH:25]5[CH2:26][CH2:27][N:22]([CH2:23][CH2:24]5)[CH2:21]4)=[O:18])=[CH:13][C:12]=3[CH:11]=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[CH:28]1([C:33]([Cl:35])=[O:34])[CH2:32][CH2:31][CH2:30][CH2:29]1>>[ClH:35].[N:22]12[CH2:23][CH2:24][CH:25]([CH2:26][CH2:27]1)[C@@H:20]([NH:19][C:17]([C:14]1[O:15][C:16]3[C:8]([C:4]4[CH:5]=[CH:6][CH:7]=[C:2]([NH:1][C:33]([CH:28]5[CH2:32][CH2:31][CH2:30][CH2:29]5)=[O:34])[CH:3]=4)=[CH:9][CH:10]=[CH:11][C:12]=3[CH:13]=1)=[O:18])[CH2:21]2

Participants

Reactant 2

HCID 78284Cyclopentanecarbonyl chloride

HCID 58675161HCID 58675161, compound

Product 1

HCID 67315113HCID 67315113, compound

Procedure

50 mg (0.14 mmol) of 7-(3-aminophenyl)-N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-1-benzofuran-2-carboxamide (Example 114) and 36.7 mg (0.28 mmol) of cyclopentanecarbonyl chloride are reacted together by general method F. 33.2 mg (45.1% of theory) of the title compound are obtained.

Sources & evidence

ORD record: ord-5cbc28598b654c288a78b57b86809ab4
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07977485B2

Reaction notes

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