HCID 57919290, compound → HCID 57919135, compound

HRID 2381510Notes

Reaction equation

HRID 2381510 reaction equation
[CH:1]1([CH2:6][CH:7]([N:11]2[C:16](=[O:17])[CH:15]=[C:14]([O:18][C:19]3[C:27]4[O:26][C:25]([CH3:29])([CH3:28])[CH2:24][C:23]=4[CH:22]=[CH:21][CH:20]=3)[CH:13]=[N:12]2)[C:8](O)=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:30][C:31]1[CH:35]=[CH:34][N:33]([CH2:36][C:37]([CH3:40])([OH:39])[CH3:38])[N:32]=1>>[CH:1]1([CH2:6][CH:7]([N:11]2[C:16](=[O:17])[CH:15]=[C:14]([O:18][C:19]3[C:27]4[O:26][C:25]([CH3:28])([CH3:29])[CH2:24][C:23]=4[CH:22]=[CH:21][CH:20]=3)[CH:13]=[N:12]2)[C:8]([NH:30][C:31]2[CH:35]=[CH:34][N:33]([CH2:36][C:37]([OH:39])([CH3:38])[CH3:40])[N:32]=2)=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 57919290HCID 57919290, compound2×HCID 593449381-(3-amino-1H-pyrazol-1-yl)-2-methylpropan-2-ol2×

Product 1

HCID 57919135HCID 57919135, compoundYield 84%

Procedure

Using the method described in Example 49, 3-cyclopentyl-2-[4-(2,2-dimethyl-2,3-dihydro-benzofuran-7-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (Intermediate 67) and 1-(3-amino-pyrazol-1-yl)-2-methyl-propan-2-ol (Intermediate 1) afforded 3-cyclopentyl-2-[4-(2,2-dimethyl-2,3-dihydro-benzofuran-7-yloxy)-6-oxo-6H-pyridazin-1-yl]-N-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-propionamide as a white solid (1.13 g, 84%); ES+-HRMS m/e calcd for C29H37N5O5 [M+H+] 536.2868 found 536.2866. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.04 (br. s., 3H), 1.06 (br. s., 3H), 1.06-1.16 (m, 1H), 1.24-1.74 (m, 8H), 1.40 (s, 6H), 1.91 (br. s., 1H), 2.20-2.35 (m, 1H), 3.09 (s, 2H), 3.89 (s, 2H), 4.68 (s, 1H), 5.46 (dd, J=11.0, 4.1 Hz, 1H), 5.69 (d, J=2.7 Hz, 1H), 6.39 (d, J=2.1 Hz, 1H), 6.90 t, 7.5 Hz, 1H), 7.06 (d, J=7.5 Hz, 1H), 7.19 (d, J=7.5 Hz, 1H), 7.52 (d, J=2.1 Hz, 1H), 8.11 (d, J=2.7 Hz, 1H), 10.84 (s, 1H).

Sources & evidence

ORD record
ord-b61754305f7f44d78fe65da67330ed1e
Source dataset
uspto-grants-2012_09
Patent number
US08258134B2

Reaction notes

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