Cyclopentanecarbonyl chloride → HCID 135949436, compound

HRID 2382794Notes

Reaction equation

[NH2:1][C:2]1[N:22]=[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([C:10]3[N:11](C(OC(C)(C)C)=O)[CH:12]=[CH:13][CH:14]=3)[N:4]2[N:3]=1.[CH:23]1([C:28](Cl)=[O:29])[CH2:27][CH2:26][CH2:25][CH2:24]1>>[NH:11]1[CH:12]=[CH:13][CH:14]=[C:10]1[C:9]1[N:4]2[N:3]=[C:2]([NH:1][C:28]([CH:23]3[CH2:27][CH2:26][CH2:25][CH2:24]3)=[O:29])[N:22]=[C:5]2[CH:6]=[CH:7][CH:8]=1

Participants

Reactant 2

HCID 78284Cyclopentanecarbonyl chloride

HCID 25216183HCID 25216183, compound

Product 1

HCID 135949436HCID 135949436, compound

Procedure

The title compound was prepared following procedure and work up described for example 9, but starting from tert-butyl 2-(2-amino[1,2,4]triazolo[1,5-a]pyridin-5-yl)-1H-pyrrole-1-carboxylate ((A6), 50 mg; 0.17 mmol; 1.0 eq.) and cyclopentanecarbonyl chloride (44 mg; 0.33 mmol; 2.0 eq.) as a white solid (25.4 mg, 51%). HPLC, Rt: 3.17 min. (purity 99.7%). LC/MS, M+(ESI): 296.4, M−(ESI): 294.3.

Sources & evidence

ORD record: ord-3412f3e5a21c46e2bb3bd8c2794093d8
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08263595B2

Reaction notes

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