Triethylamine → HCID 58711933, compound

HRID 2375005Notes

Reaction equation

COC1C=CC(NC2N=NC(C(NC(C3OC=CC=3)=O)C)=CN=2)=CC=1.[NH2:26][CH:27]([C:29]1[N:34]=[N:33][C:32]([NH:35][C:36]2[CH:41]=[C:40]([O:42][CH3:43])[C:39]([O:44][CH3:45])=[C:38]([O:46][CH3:47])[CH:37]=2)=[N:31][CH:30]=1)[CH3:28].C(N(CC)CC)C.[CH:55]1([C:61](Cl)=[O:62])[CH2:60][CH2:59][CH2:58][CH2:57][CH2:56]1>>[CH3:43][O:42][C:40]1[CH:41]=[C:36]([NH:35][C:32]2[N:33]=[N:34][C:29]([CH:27]([NH:26][C:61]([CH:55]3[CH2:60][CH2:59][CH2:58][CH2:57][CH2:56]3)=[O:62])[CH3:28])=[CH:30][N:31]=2)[CH:37]=[C:38]([O:46][CH3:47])[C:39]=1[O:44][CH3:45]

Participants

Reactant 4

HCID 8471Triethylamine

HCID 75938Cyclohexanecarbonyl chloride

HCID 534044296-(1-aminoethyl)-N-(3,4,5-trimethoxyphenyl)-1,2,4-triazin-3-amine2×

HCID 58711967HCID 58711967, compound

Product 1

HCID 58711933HCID 58711933, compoundYield 60.2%

Procedure

In a similar manner as described for Intermediate 59, using 6-(1-aminoethyl)-N-(3,4,5-trimethoxyphenyl)-1,2,4-triazin-3-amine (Intermediate 9) (170 mg, 0.56 mmol), triethylamine (0.120 mL, 0.84 mmol) and cyclohexanecarbonyl chloride (0.082 mL, 0.61 mmol) to afford N-[1-(3-{[3,4,5-tris(methyloxy)phenyl]amino}-1,2,4-triazin-6-yl)ethyl]cyclohexanecarboxamide (140 mg) as a yellow solid. MS m/z 416 (M+1).

Sources & evidence

ORD record: ord-e761c637f21440c4be762908603870f5
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07462614B2

Reaction notes

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