Triphosgene → HCID 22560275, compound

HRID 983402Notes

Reaction equation

HRID 983402 reaction equation
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][N:5]=[C:4]([CH:9]([CH:13]2[CH2:15][CH2:14]2)[C:10]([NH2:12])=[O:11])[C:3]=1[O:16][CH3:17].Cl[C:19](Cl)([O:21]C(=O)OC(Cl)(Cl)Cl)Cl>>[Cl:1][C:2]1[C:7]([F:8])=[CH:6][N:5]2[C:19](=[O:21])[NH:12][C:10](=[O:11])[C:9]([CH:13]3[CH2:14][CH2:15]3)=[C:4]2[C:3]=1[O:16][CH3:17]

Participants

3

Reactant 2

HCID 94429TriphosgeneHCID 22560412HCID 22560412, compound

Product 1

HCID 22560275HCID 22560275, compoundYield 15.5%

Procedure

The title compound (0.15 g) was prepared from (4-chloro-5-fluoro-3-methoxypyridin-2-yl)cyclopropylacetamide (0.88 g, 3.40 mmol [Example 10]) and triphosgene (2.10 g, 7.20 mmol) using a similar procedure to that of Example 2. 1H NMR (400 MHz, CDCl3) δ 9.12 (bs, 1H), 8.13 (d, 1H), 3.82 (s, 3H), 1.33-1.24 (m, 1H), 1.05-0.98 (m, 2H), 0.71-0.60 (m, 2H). MSCI: m/z 285 (MH+).

Sources & evidence

ORD record
ord-d03f8922b2fc46ca94518ebba98c2948
Source dataset
uspto-grants-2005_03
Patent number
US06864259B2

Reaction notes

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