1,3-Thiazole-2-carbaldehyde → HCID 58762272, compound

HRID 1453183Notes

Reaction equation

HRID 1453183 reaction equation
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH:6]=O.CC1C=C(C)N2N=C(C=O)N=C2N=1.[Cl:21][C:22]1[CH:23]=[C:24]([CH2:30][CH2:31][C:32]2([CH:40]3[CH2:44][CH2:43][CH2:42][CH2:41]3)[O:37][C:36](=[O:38])[CH2:35][C:34](=[O:39])[CH2:33]2)[CH:25]=[CH:26][C:27]=1[O:28][CH3:29].ClC1C=C(CCC2(C3CCCC3)OC(=O)CC(=O)C2)C=CC=1OC(C)C>>[Cl:21][C:22]1[CH:23]=[C:24]([CH2:30][CH2:31][C:32]2([CH:40]3[CH2:44][CH2:43][CH2:42][CH2:41]3)[O:37][C:36](=[O:38])[CH:35]([CH2:6][C:2]3[S:1][CH:5]=[CH:4][N:3]=3)[C:34](=[O:39])[CH2:33]2)[CH:25]=[CH:26][C:27]=1[O:28][CH3:29]

Participants

5

Reactant 4

HCID 27349031,3-Thiazole-2-carbaldehydeHCID 160761096-(3-chloro-4-methoxyphenethyl)-6-cyclopentyl-dihydro-3H-pyran-2,4-dioneHCID 167287396-[2-(3-Chloro-4-isopropoxy-phenyl)ethyl]-6-cyclopentyl-tetrahydropyran-2,4-dioneHCID 236352265,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde

Product 1

HCID 58762272HCID 58762272, compound

Procedure

The title compound was prepared analogously to Example B(31), where 1,3-thiazole-2-carbaldehyde was substituted in place of 5,7-dimethyl[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde and 6-[2-(3-chloro-4-methoxyphenyl)ethyl]-6-cyclopentyldihydro-2H-pyran-2,4(3H)-dione was substituted in place of 6-[2-(3-chloro-4isopropoxyphenyl)ethyl]-6-cyclopentyldihydro-2H-pyran-2,4(3H)-dione in final Step of that example. 1H NMR (CDCl3): δ 1.44-1.70 (bm, 8H), 2.0 (m, 2H), 2.40 (m, 1H), 2.60 (m, 3H), 2.76 (d, J=17.90 Hz, 1H), 3.88 (s. 3H), 4.56 (d, J=15.07 Hz, 1H), 4.76 (d, J=15.07 Hz, 1H), 6.70 (d, J=2.07 Hz, 1H), 6.98, (d, J=2.07 Hz, 1H), 7.11 (s, 1H), 7.63, (d, J=3.96 Hz, 1H), 7.87 (d, J=3.96 Hz, 1H). Anal. Calcd. For C24H28O3SNCl: C, 64.63; H, 6.33; N, 3.14. Found: C, 64.55; H, 6.64; N, 3.10.

Sources & evidence

ORD record
ord-fc9836665c1c46ab84f5453b3b93642a
Source dataset
uspto-grants-2009_01
Patent number
US07473790B2

Reaction notes

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