HCID 59332422, compound → HCID 44199470, compound

HRID 2088426Notes

Reaction equation

HRID 2088426 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][C@@H:10]([NH:14]C(=O)OC(C)(C)C)[CH2:9]1.C(OC([NH:29][C:30]1[S:34][C:33]([C:35]2[C:40]([F:41])=[CH:39][CH:38]=[CH:37][C:36]=2[F:42])=[N:32][C:31]=1[C:43](O)=[O:44])=O)(C)(C)C>>[NH2:29][C:30]1[S:34][C:33]([C:35]2[C:40]([F:41])=[CH:39][CH:38]=[CH:37][C:36]=2[F:42])=[N:32][C:31]=1[C:43]([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][C@H:10]([NH2:14])[CH2:9]1)=[O:44]

Participants

3

Reactant 2

HCID 59332422HCID 59332422, compoundHCID 674381985-((Tert-butoxycarbonyl)amino)-2-(2,6-difluorophenyl)thiazole-4-carboxylic acid

Product 1

HCID 44199470HCID 44199470, compound

Procedure

Following the procedures as described in EXAMPLE 1 and starting with (R)-tert-butyl 1-(3-aminopyridin-4-yl)piperidin-3-ylcarbamate and 5-(tert-butoxycarbonylamino)-2-(2,6-difluorophenyl)thiazole-4-carboxylic acid, the title compound was obtained as a white solid (8 mg, 7.2%). 1H NMR (400 MHz, DMSO) δ 9.37 (s, 1H), 8.21 (d, J=5.2, 1H), 7.67 (s, 2H), 7.54 (ddd, J=14.7, 8.4, 6.3, 1H), 7.29 (t, J=8.9, 2H), 7.12 (d, J=5.3, 1H), 3.12 (d, J=7.6, 2H), 3.05-2.91 (m, 2H), 1.93-1.79 (m, 1H), 1.72 (s, 2H), 1.29-1.08 (m, 1H). ESIMS m/z=431.1 (M+1).

Sources & evidence

ORD record
ord-6ef686d0fd6c43a8b8c8f52a2e999499
Source dataset
uspto-grants-2013_05
Patent number
US08435976B2

Reaction notes

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