Tert-butyl 1-(3-aminopyridin-4-yl)piperidin-3-ylcarbamate → HCID 51002198, compound

HRID 2088441Notes

Reaction equation

HRID 2088441 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([NH:14]C(=O)OC(C)(C)C)[CH2:9]1.C(OC([N:29]1[CH2:34][CH2:33][CH2:32][CH:31]([C:35]2[S:36][C:37]([NH:43]C(OC(C)(C)C)=O)=[C:38]([C:40](O)=[O:41])[N:39]=2)[CH2:30]1)=O)(C)(C)C>>[NH2:43][C:37]1[S:36][C:35]([CH:31]2[CH2:32][CH2:33][CH2:34][NH:29][CH2:30]2)=[N:39][C:38]=1[C:40]([NH:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([NH2:14])[CH2:9]1)=[O:41]

Participants

3

Reactant 2

HCID 67130164Tert-butyl 1-(3-aminopyridin-4-yl)piperidin-3-ylcarbamateHCID 69812238HCID 69812238, compound

Product 1

HCID 51002198HCID 51002198, compoundYield 51%

Procedure

Followed the procedure as described in EXAMPLE 1, starting with tert-butyl 1-(3-aminopyridin-4-yl)piperidin-3-ylcarbamate and 2-(1-(tert-butoxycarbonyl)piperidin-3-yl)-5-(tert-butoxycarbonylamino)thiazole-4-carboxylic acid. Obtained the desired product as a white solid (6.4 mg, 51%). 1H NMR (500 MHz, DMSO) δ 9.38 (s, 1H), 8.37 (s, 1H), 8.19 (d, J=5.1 Hz, 1H), 7.28 (s, 2H), 7.11 (d, J=5.1 Hz, 1H), 3.14 (dd, J=28.4, 11.4 Hz, 2H), 2.94 (dd, J=51.3, 24.0 Hz, 4H), 2.65 (dd, J=27.1, 13.0 Hz, 2H), 2.50-2.40 (m, 1H), 2.05 (s, 1H), 1.97-1.56 (m, 5H), 1.47 (d, J=11.2 Hz, 1H), 1.24 (d, J=8.3 Hz, 2H). ESIMS m/z=402.1 (M+1).

Sources & evidence

ORD record
ord-b8f484f13dc24125923af8edcfc26470
Source dataset
uspto-grants-2013_05
Patent number
US08435976B2

Reaction notes

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