2-Amino-5-methylpyridine → HCID 59560044, compound

HRID 1177238Notes

Reaction equation

C([O:5][C:6]([C:8]1[CH:19]=[C:18]([O:20][C:21]2[CH:26]=[CH:25][C:24]([S:27]([CH3:30])(=[O:29])=[O:28])=[CH:23][CH:22]=2)[C:11]2[CH2:12][C:13]([CH2:16][OH:17])([CH3:15])[O:14][C:10]=2[CH:9]=1)=O)(C)(C)C.[CH3:31][C:32]1[CH:33]=[CH:34][C:35]([NH2:38])=[N:36][CH:37]=1>>[CH3:31][C:32]1[CH:33]=[CH:34][C:35]([NH:38][C:6]([C:8]2[CH:19]=[C:18]([O:20][C:21]3[CH:22]=[CH:23][C:24]([S:27]([CH3:30])(=[O:28])=[O:29])=[CH:25][CH:26]=3)[C:11]3[CH2:12][C:13]([CH2:16][OH:17])([CH3:15])[O:14][C:10]=3[CH:9]=2)=[O:5])=[N:36][CH:37]=1

Participants

Reactant 2

HCID 153482-Amino-5-methylpyridine

HCID 595598582-Hydroxymethyl-4-(4-methanesulfonyl-phenoxy)-2-methyl-2,3-dihydro-benzofuran-6-carboxylic acid tert-butyl ester

Product 1

HCID 59560044HCID 59560044, compound

Procedure

The title compound was prepared in a similar manner as described for Example 200, from 2-hydroxymethyl-4-(4-methanesulfonyl-phenoxy)-2-methyl-2,3-dihydro-benzofuran-6-carboxylic acid tert-butyl ester (227d) and 5-methyl-pyridin-2-ylamine. 1H NMR (400 MHz, CDCl3) δ 8.60 (d, J=8.84 Hz, 1 H) 8.05 (s, 1 H) 7.92 (d, J=8.84 Hz, 3 H) 7.28 (s, 1 H) 7.24 (s, 1 H) 7.15 (d, J=8.84 Hz, 2 H) 3.76 (d, J=111.87 Hz, 1 H) 3.62 (d, J=111.87 Hz, 1 H) 3.22 (d, J=116.67 Hz, 1 H) 3.07 (s, 3 H) 2.83 (d, J=116.67 Hz, 1 H) 2.42 (s, 3 H) 1.47 (s, 3 H); LCMS for C24H24N2O6S m/z 469.00 (M+H)+.

Sources & evidence

ORD record: ord-59a2c795d44242c7adac26589c694c53
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07842713B2

Reaction notes

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