Diisopropylethylamine → HCID 68184598, compound

HRID 69877Notes

Reaction equation

HRID 69877 reaction equation
Br[C:2]1[C:3]([NH2:9])=[N:4][C:5](=[O:8])[NH:6][CH:7]=1.[NH:10]1[CH2:15][CH2:14][CH2:13][CH:12]([CH2:16][NH:17][C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])[CH2:11]1.C(N(C(C)C)CC)(C)C>>[C:20]([O:19][C:18](=[O:24])[NH:17][CH2:16][CH:12]1[CH2:13][CH2:14][CH2:15][N:10]([C:2]2[CH:7]=[N:6][C:5](=[O:8])[NH:4][C:3]=2[NH2:9])[CH2:11]1)([CH3:23])([CH3:21])[CH3:22]

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 2756030tert-butyl N-[(piperidin-3-yl)methyl]carbamateHCID 178509018HCID 178509018, compound

Product 1

HCID 68184598HCID 68184598, compound

Procedure

Method 8 was followed using 1 eq. of 5-bromocytosine, 1.05 eq. of tert-butyl piperidin-3-ylmethylcarbamate and 1.05 eq. of diisopropylethylamine yielding tert-butyl(1-(6-amino-2-oxo-1,2-dihydropyrimidin-5-yl)piperidin-3-yl)methylcarbamate as an orange crunchy solid (18%). LCMS (m/z): 324.1 (MH+); LC Rt=1.90 min.

Sources & evidence

ORD record
ord-3cab6f98083a497dace07b3381bf902c
Source dataset
uspto-grants-2014_09
Patent number
US08822497B2

Reaction notes

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