5-((Tert-butoxycarbonyl)amino)-2-(2,6-difluorophenyl)thiazole-4-carboxylic acid → HCID 51002197, compound

HRID 2088439Notes

Reaction equation

HRID 2088439 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][C@H:12]([F:14])[CH2:11][C@H:10]([NH:15]C(=O)OC(C)(C)C)[CH2:9]1.C(OC([NH:30][C:31]1[S:35][C:34]([C:36]2[C:41]([F:42])=[CH:40][CH:39]=[CH:38][C:37]=2[F:43])=[N:33][C:32]=1[C:44](O)=[O:45])=O)(C)(C)C>>[NH2:30][C:31]1[S:35][C:34]([C:36]2[C:41]([F:42])=[CH:40][CH:39]=[CH:38][C:37]=2[F:43])=[N:33][C:32]=1[C:44]([NH:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][C@H:12]([F:14])[CH2:11][C@H:10]([NH2:15])[CH2:9]1)=[O:45]

Participants

3

Reactant 2

HCID 674381985-((Tert-butoxycarbonyl)amino)-2-(2,6-difluorophenyl)thiazole-4-carboxylic acidHCID 68919601tert-butyl (3S,5R)-1-(3-aminopyridin-4-yl)-5-fluoropiperidin-3-ylcarbamate

Product 1

HCID 51002197HCID 51002197, compound

Procedure

Followed the procedure as described in EXAMPLE 1, starting with tert-butyl (3S,5R)-1-(3-aminopyridin-4-yl)-5-fluoropiperidin-3-ylcarbamate and 5-(tert-butoxycarbonylamino)-2-(2,6-bisfluorophenyl)thiazole-4-carboxylic acid. Obtained the desired product as a white solid (50 mg). 1H NMR (500 MHz, DMSO) δ 9.25 (s, 1H), 8.18 (t, J=20.9 Hz, 1H), 7.64 (s, 2H), 7.53 (ddd, J=14.8, 8.4, 6.4 Hz, 2H), 7.26 (t, J=8.7 Hz, 2H), 7.12 (d, J=5.3 Hz, 1H), 4.94 (d, J=46.1 Hz, 1H), 3.05 (dd, J=32.9, 12.7 Hz, 2H), 2.66-2.34 (m, 3H), 2.07 (s, 1H), 1.53 (dt, J=23.8, 11.5 Hz, 1H). ESIMS m/z=449.1 (M+1).

Sources & evidence

ORD record
ord-0117152ee7554b0baf4f00d78536c734
Source dataset
uspto-grants-2013_05
Patent number
US08435976B2

Reaction notes

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