Morpholine → HCID 69272882, compound

HRID 2040105Notes

Reaction equation

[F:1][C:2]1[CH:20]=[C:19]([CH:21]=[C:22]2[S:26][C:25](SC)=[N:24][C:23]2=[O:29])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][C:6]=1[C:13]([F:16])([F:15])[F:14].[NH:30]1[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1>>[F:1][C:2]1[CH:20]=[C:19]([CH:21]=[C:22]2[S:26][C:25]([N:30]3[CH2:35][CH2:34][O:33][CH2:32][CH2:31]3)=[N:24][C:23]2=[O:29])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][C:6]=1[C:13]([F:15])([F:14])[F:16]

Participants

Reactant 2

HCID 8083Morpholine

HCID 69046333HCID 69046333, compound

Product 1

HCID 69272882HCID 69272882, compound

Procedure

4-[2-Fluoro-4-(2-morpholin-4-yl-4-oxo-4H-thiazol-5-ylidenemethyl)-phenoxy]-3-trifluoromethyl-benzonitrile was prepared using 4-[2-Fluoro-4-(2-methylsulfanyl-4-oxo-4H-thiazol-5-ylidenemethyl)-phenoxy]-3-trifluoromethyl-benzonitrile and morpholine as described in Example 5C. 1H NMR (400 Hz, DMSO-d6) δ 8.40 (bs, 1H), 8.10 (d, 1H), 7.74 (d, 1H), 7.69 (s, 1H), 7.55 (m, 2H), 7.18 (d, 1H), 3.92 (bs, 2H), 3.71 (m, 6H); LC/MS (m/z) [M+1]+478.2 (calculated for C22H16F4N3O3S, 478.43).

Sources & evidence

ORD record: ord-67c3d3cf90b74d168bdf532ef2240a12
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08580832B2

Reaction notes

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