Tert-butyl 1-(3-aminopyridin-4-yl)piperidin-3-ylcarbamate → HCID 51002289, compound

HRID 2088440Notes

Reaction equation

HRID 2088440 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[CH2:33][CH2:32][CH:31]([C:34]2[S:35][C:36]([NH:42]C(OC(C)(C)C)=O)=[C:37]([C:39](O)=[O:40])[N:38]=2)[CH2:30]1)=O)(C)(C)C>>[NH2:42][C:36]1[S:35][C:34]([CH:31]2[CH2:32][CH2:33][NH:29][CH2:30]2)=[N:38][C:37]=1[C:39]([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:40]

Participants

3

Reactant 2

HCID 67130164Tert-butyl 1-(3-aminopyridin-4-yl)piperidin-3-ylcarbamateHCID 69809424HCID 69809424, compound

Product 1

HCID 51002289HCID 51002289, compoundYield 32%

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)pyrrolidin-3-yl)-5-(tert-butoxycarbonylamino)thiazole-4-carboxylic acid. Obtained the desired product as a white solid (13.5 mg, 32%). 1H NMR (500 MHz, DMSO) δ 9.38 (s, 1H), 8.18 (d, J=5.2 Hz, 1H), 7.26 (s, 2H), 7.09 (d, J=5.2 Hz, 1H), 3.08 (d, J=10.9 Hz, 2H), 2.96 (d, J=11.4 Hz, 4H), 2.62 (d, J=17.6 Hz, 1H), 2.43-2.36 (m, 1H), 2.15 (s, 1H), 1.82 (dd, J=63.4, 20.3 Hz, 4H), 1.18 (d, J=11.6 Hz, 2H). ESIMS m/z=388.2 (M+1).

Sources & evidence

ORD record
ord-7cde80fd62934cbb935b4cd0fb4b0e25
Source dataset
uspto-grants-2013_05
Patent number
US08435976B2

Reaction notes

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