1,3,4-Thiadiazol-2-amine → (E)-3-(1-(4-Fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethyl-N-(1,3,4-thiadiazol-2-yl)hex-3-enamide

HRID 563416Notes

Reaction equation

HRID 563416 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13](/[C:17](=[CH:24]\[CH:25]([CH3:27])[CH3:26])/[C:18]([CH3:23])([CH3:22])[C:19](O)=[O:20])=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[CH:4][CH:3]=1.[S:28]1[CH:32]=[N:31][N:30]=[C:29]1[NH2:33]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13](/[C:17](=[CH:24]\[CH:25]([CH3:26])[CH3:27])/[C:18]([CH3:23])([CH3:22])[C:19]([NH:33][C:29]4[S:28][CH:32]=[N:31][N:30]=4)=[O:20])=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 199091,3,4-Thiadiazol-2-amineHCID 67005634(E)-3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethylhex-3-enoic acid

Product 1

HCID 59252812(E)-3-(1-(4-Fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethyl-N-(1,3,4-thiadiazol-2-yl)hex-3-enamideYield 25%

Procedure

Example 139 was prepared from (E)-3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethylhex-3-enoic acid (105 mg, 0.29 mmol) and 1,3,4-thiadiazol-2-amine using General Coupling Method B to give 30 mg (25% yield). MS found: (M+H)+=450.

Workup

  1. customto give 30 mg (25% yield)

Sources & evidence

ORD record
ord-0ee8b9e1e3f849638c0b0a704e3166f8
Source dataset
uspto-grants-2011_11
Patent number
US08067447B2

Reaction notes

Loading…