N-Aminomorpholine → HCID 57377363, compound

HRID 1258901Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]=[N:10][N:11]([CH3:27])[C:12]=1[C:13]1[N:14]=[CH:15][N:16]([C:18]2[CH:26]=[CH:25][C:21]([C:22]([OH:24])=O)=[CH:20][N:19]=2)[CH:17]=1.[NH2:28][N:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]=[N:10][N:11]([CH3:27])[C:12]=1[C:13]1[N:14]=[CH:15][N:16]([C:18]2[CH:26]=[CH:25][C:21]([C:22]([NH:28][N:29]3[CH2:34][CH2:33][O:32][CH2:31][CH2:30]3)=[O:24])=[CH:20][N:19]=2)[CH:17]=1

Participants

Reactant 2

HCID 20315N-Aminomorpholine

HCID 57378905HCID 57378905, compound

Product 1

HCID 57377363HCID 57377363, compoundYield 70%

Procedure

As described for example 22, 6-(4-(4-(2-fluorophenyl)-1-methyl-1H-1,2,3-triazol-5-yl)-1H-imidazol-1-yl)nicotinic acid (69 mg, 0.189 mmol) was converted, using 4-aminomorpholine instead of 4-aminotetrahydropyran, to the title compound (59 mg, 70%) which was obtained as a white foam after purification by chromatography (silica, 0 to 10% methanol in dichloromethane). MS: m/e=449.2 [M+H]+.

Sources & evidence

ORD record: ord-c57694d814f84974be2dcbc429e28bf4
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08466181B2

Reaction notes

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