Sulfuryl chloride → HCID 58782540, compound

HRID 1865299Notes

Reaction equation

[CH3:1][C:2]1[C:7]([C:8]([N:10]2[CH2:17][CH:16]3[CH:12]([CH2:13][N:14](CCC4(C5C=CC=CC=5)CNC4)[CH2:15]3)[CH2:11]2)=[O:9])=[C:6]([CH3:30])[N:5]=[CH:4][N:3]=1.S(Cl)(Cl)(=O)=O.C1(S(Cl)(=O)=O)CCCC1.FC1C=C(S(Cl)(=O)=O)C=CC=1.C1C=C(C#N)C(C2OC3N=CC=CC=3N=2)=CC=1.C1(S(Cl)(=O)=O)CC1>>[CH3:30][C:6]1[C:7]([C:8]([N:10]2[CH2:17][CH:16]3[CH:12]([CH2:13][NH:14][CH2:15]3)[CH2:11]2)=[O:9])=[C:2]([CH3:1])[N:3]=[CH:4][N:5]=1

Participants

Reactant 6

HCID 24648Sulfuryl chloride

HCID 40321Benzonitrile, o-(2-oxazolo(5,4-b)pyridinyl)-

HCID 27342583-Fluorobenzenesulfonyl Chloride

HCID 2760919Cyclopropanesulfonyl chloride

HCID 3717197Cyclopentanesulfonyl chloride

HCID 68576178HCID 68576178, compound

Product 1

HCID 58782540HCID 58782540, compound

Procedure

The following were prepared analogously from (4,6-dimethyl-pyrimidin-5-yl)-{5-[2-(3-phenyl-azetidin-3-yl)-ethyl]-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl}-methanone using the sulfonyl chloride in parenthesis in place of cyclopentanesulfonyl chloride in the final step: II-2 (m-fluoro-phenylsulfonyl chloride), II-19 (iso-propylsulfonyl chloride) and II-20 (cyclopropyl sulfonyl chloride).

Sources & evidence

ORD record: ord-3fd06dfb7c394b7fabe1cdd0c8072b97
Source dataset: uspto-grants-2009_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07625905B2

Reaction notes

Loading…