(S)-tert-Butyl (1-(3-aminopyridin-4-yl)piperidin-3-yl)carbamate → HCID 51002149, compound

HRID 2088435Notes

Reaction equation

HRID 2088435 reaction equation
C(OC([NH:8][C:9]1[S:13][C:12]([C:14]2[C:19]([Cl:20])=[CH:18][CH:17]=[CH:16][C:15]=2[Cl:21])=[N:11][C:10]=1[C:22]([OH:24])=O)=O)(C)(C)C.[NH2:25][C:26]1[CH:27]=[N:28][CH:29]=[CH:30][C:31]=1[N:32]1[CH2:37][CH2:36][CH2:35][C@H:34]([NH:38]C(=O)OC(C)(C)C)[CH2:33]1>>[NH2:8][C:9]1[S:13][C:12]([C:14]2[C:15]([Cl:21])=[CH:16][CH:17]=[CH:18][C:19]=2[Cl:20])=[N:11][C:10]=1[C:22]([NH:25][C:26]1[CH:27]=[N:28][CH:29]=[CH:30][C:31]=1[N:32]1[CH2:37][CH2:36][CH2:35][C@H:34]([NH2:38])[CH2:33]1)=[O:24]

Participants

3

Reactant 2

HCID 59332360(S)-tert-Butyl (1-(3-aminopyridin-4-yl)piperidin-3-yl)carbamateHCID 69810493HCID 69810493, compound

Product 1

HCID 51002149HCID 51002149, compound

Procedure

Followed the procedure as described in EXAMPLE 1, starting with 5-(tert-butoxycarbonylamino)-2-(2,6-dichlorophenyl)thiazole-4-carboxylic acid and (S)-tert-butyl 1-(3-aminopyridin-4-yl)piperidin-3-ylcarbamate. Obtained the desired product as a white solid (9 mg). 1H NMR (500 MHz, DMSO) δ 9.21 (s, 1H), 8.18 (d, J=5.3 Hz, 1H), 7.69-7.60 (m, 2H), 7.56 (dd, J=8.9, 7.3 Hz, 3H), 7.04 (d, J=5.3 Hz, 1H), 3.08 (d, J=8.1 Hz, 1H), 2.97 (d, J=11.9 Hz, 1H), 2.79 (d, J=9.0 Hz, 1H), 2.56 (dd, J=21.5, 11.0 Hz, 1H), 2.48-2.41 (m, 1H), 1.66 (d, J=14.0 Hz, 2H), 1.54 (d, J=10.1 Hz, 1H), 1.11 (d, J=9.8 Hz, 1H). ESIMS m/z=463.1 (M+1).

Sources & evidence

ORD record
ord-fe783d798b36476d9db6588f72860dd8
Source dataset
uspto-grants-2013_05
Patent number
US08435976B2

Reaction notes

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