(S)-2-(pyrrolidin-2-yl)propan-2-ol hydrochloride → HCID 178469155, compound

HRID 524756Notes

Reaction equation

HRID 524756 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH:9]1[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:13]([CH2:20]Br)[NH:12][C:11]([C:22]2[N:26]=[CH:25][NH:24][N:23]=2)=[N:10]1.Cl.[NH:28]1[CH2:32][CH2:31][CH2:30][C@H:29]1[C:33]([OH:36])([CH3:35])[CH3:34]>>[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH:9]1[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:13]([CH2:20][N:28]2[CH2:32][CH2:31][CH2:30][C@H:29]2[C:33]([OH:36])([CH3:35])[CH3:34])[NH:12][C:11]([C:22]2[N:26]=[CH:25][NH:24][N:23]=2)=[N:10]1

Participants

3

Reactant 2

HCID 89754775(S)-2-(pyrrolidin-2-yl)propan-2-ol hydrochlorideHCID 178468569HCID 178468569, compound

Product 1

HCID 178469155HCID 178469155, compoundYield 26%

Procedure

Ethyl 4-(2-bromo-4-fluorophenyl)-6-(bromomethyl)-2-(1H-1,2,4-triazol-3-yl)-1,4-dihydropyrimidine-5-carboxylate (0.75 g, 1.53 mmol) was reacted with (S)-2-(pyrrolidin-2-yl)propan-2-ol hydrochloride (0.25 g, 1.53 mmol) according to the procedure as described in Example 25, Step B to give the title compound as a yellow solid (0.21 g, 26%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record
ord-10f045ec2a634141af68827810bdcac1
Source dataset
uspto-grants-2016_05
Patent number
US09340538B2

Reaction notes

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