HCID 58762227, compound → HCID 58762335, compound

HRID 858878Notes

Reaction equation

HRID 858878 reaction equation
Cl[CH:2]1[C:7](=[O:8])[O:6][C:5]([CH2:14][CH2:15][NH:16][C:17](=[O:25])[CH2:18][CH2:19][C:20]2[O:21][CH:22]=[CH:23][CH:24]=2)([CH:9]2[CH2:13][CH2:12][CH2:11][CH2:10]2)[CH2:4][C:3]1=[O:26].ClC1C(=O)CC(C2CCCC2)(CCC#CC2C=CC=C(O)C=2)OC1=O.[CH3:52][C:53]1[CH:58]=[C:57]([CH3:59])[N:56]2[N:60]=[C:61]([SH:63])[N:62]=[C:55]2[N:54]=1>>[CH:9]1([C:5]2([CH2:14][CH2:15][NH:16][C:17](=[O:25])[CH2:18][CH2:19][C:20]3[O:21][CH:22]=[CH:23][CH:24]=3)[CH2:4][C:3]([OH:26])=[C:2]([S:63][C:61]3[N:62]=[C:55]4[N:54]=[C:53]([CH3:52])[CH:58]=[C:57]([CH3:59])[N:56]4[N:60]=3)[C:7](=[O:8])[O:6]2)[CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

4

Reactant 3

HCID 58762227HCID 58762227, compoundHCID 58762430N-[2-(5-chloro-2-cyclopentyl-4,6-dioxo-tetrahydro-pyran-2-yl)-ethyl]-3-furan-2-yl-propionamideHCID 178426287HCID 178426287, compound

Product 1

HCID 58762335HCID 58762335, compound

Procedure

The desired product was prepared analogously to example F(7), substituting N-[2-(5-chloro-2-cyclopentyl-4,6-dioxo-tetrahydro-pyran-2-yl)-ethyl]-3-furan-2-yl-propionamide from Step 3 below in place of 3-chloro-6-cyclopentyl-6-[4-(3-hydroxy-phenyl)-but-3-ynyl]-dihydro-pyran-2,4-dione and 5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-thiol in place of 2-mercaptothiazole. Yield: 11 mg, 8%. MS (ESI): 524 (M−H).

Sources & evidence

ORD record
ord-2c829d4767744fef94e255d7318d877c
Source dataset
uspto-grants-2006_12
Patent number
US07148226B2

Reaction notes

Loading…