4-Aminotetrahydropyran → HCID 57378670, compound

HRID 1258882Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=[N:11][N:10]([CH3:13])[C:9]=2[C:14]2[N:15]=[CH:16][N:17]([C:19]3[CH:27]=[CH:26][C:22]([C:23]([OH:25])=O)=[CH:21][CH:20]=3)[CH:18]=2)=[CH:4][CH:3]=1.[NH2:28][CH:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]=[N:11][N:10]([CH3:13])[C:9]=2[C:14]2[N:15]=[CH:16][N:17]([C:19]3[CH:20]=[CH:21][C:22]([C:23]([NH:28][CH:29]4[CH2:34][CH2:33][O:32][CH2:31][CH2:30]4)=[O:25])=[CH:26][CH:27]=3)[CH:18]=2)=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 4192234-Aminotetrahydropyran

HCID 67954954HCID 67954954, compound

Product 1

HCID 57378670HCID 57378670, compoundYield 79%

Procedure

As described for example 3b, 4-{4-[5-(4-fluoro-phenyl)-3-methyl-3H-[1,2,3]triazol-4-yl]-imidazol-1-yl}-benzoic acid (75 mg, 0.21 mmol) was converted, using 4-aminotetrahydropyran instead of isopropylamine, to the title compound (73 mg, 79%) which was obtained as a white solid. MS: m/e=447.3 [M+H]+.

Sources & evidence

ORD record: ord-9dc8976cbcee43829f82298ece831612
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08466181B2

Reaction notes

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