Propyne, 3-fluoro- → HCID 46183000, compound

HRID 1852337Notes

Reaction equation

HRID 1852337 reaction equation
[N:1]([CH2:4][N:5]1[C:15]2[C:10](=[CH:11][C:12]([S:16]([N:19]3[CH2:23][CH2:22][CH2:21][C@H:20]3[CH2:24][O:25][C:26]3[CH:31]=[CH:30][C:29]([F:32])=[CH:28][C:27]=3[F:33])(=[O:18])=[O:17])=[CH:13][CH:14]=2)[C:8](=[O:9])[C:6]1=[O:7])=[N+:2]=[N-:3].[F:34][CH2:35][C:36]#[CH:37].O=C1O[C@H]([C@H](CO)O)C(O)=C1O>[O-]S([O-])(=O)=O.[Cu+2].CN(C=O)C>[F:34][CH2:35][C:36]1[N:3]=[N:2][N:1]([CH2:4][N:5]2[C:15]3[C:10](=[CH:11][C:12]([S:16]([N:19]4[CH2:23][CH2:22][CH2:21][C@H:20]4[CH2:24][O:25][C:26]4[CH:31]=[CH:30][C:29]([F:32])=[CH:28][C:27]=4[F:33])(=[O:18])=[O:17])=[CH:13][CH:14]=3)[C:8](=[O:9])[C:6]2=[O:7])[CH:37]=1

Participants

6

Reactant 3

HCID 137718Propyne, 3-fluoro-2×HCID 54670067L-Ascorbic AcidHCID 131732460HCID 131732460, compound

Product 1

HCID 46183000HCID 46183000, compound

Reagents, catalysts & solvents 2

HCID 24462Copper SulfateCatalystHCID 6228DimethylformamideSolvent

Procedure

is prepared as illustrated in FIG. 2(ii), by reaction of (S)-1-(azidomethyl)-5-(2-(2,4-difluorophenoxymethyl)-pyrrolidine-1-sulfonyl)isatin] (compound 37) with 3-fluoroprop-1-yne (compound 28). The reagents are as follows: (a) CuSO4, L-ascorbic acid, DMF. For the preparation of [18F]6, 3-[18F]fluoroprop-1-yne is used in place of 3-fluoroprop-1-yne.

Workup

  1. customis prepared

Sources & evidence

ORD record
ord-334e9ccc6e6844029e81565ed06cf1e9
Source dataset
uspto-grants-2015_02
Patent number
US08961930B2

Reaction notes

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