Potassium Bromide → HCID 46181359, compound

HRID 75782Notes

Reaction equation

HRID 75782 reaction equation
C[O:2][C:3](=[O:32])[C@@H:4]([NH:8][C:9]([C:11]1[O:15][N:14]=[C:13]([C:16]2[CH:21]=[CH:20][C:19]([NH:22][C:23]([NH:25][CH:26]3[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]3)=[O:24])=[CH:18][CH:17]=2)[CH:12]=1)=[O:10])[CH:5]([CH3:7])[CH3:6].[K+].[Br-]>>[CH:26]1([NH:25][C:23](=[O:24])[NH:22][C:19]2[CH:20]=[CH:21][C:16]([C:13]3[CH:12]=[C:11]([C:9]([NH:8][C@@H:4]([CH:5]([CH3:6])[CH3:7])[C:3]([OH:32])=[O:2])=[O:10])[O:15][N:14]=3)=[CH:17][CH:18]=2)[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]1

Participants

3

Reactant 2

HCID 253877Potassium BromideHCID 46181358(S)-2-({3-[4-(3-cyclohexyl-ureido)-phenyl]-isoxazole-5-carbonyl}-amino)-3-methyl-butyric acid methyl ester

Product 1

HCID 46181359HCID 46181359, compoundYield 62%

Procedure

The title compound was prepared from (S)-2-({3-[4-(3-cyclohexyl-ureido)-phenyl]-isoxazole-5-carbonyl}-amino)-3-methyl-butyric acid methyl ester as set forth in Example 8 and was obtained in 62% yield. Mass (ES+): 429 (M++1); IR (KBr): 3339, 2933, 1744; 1651 (br), 1594, 1527 (br); 1H NMR (DMSO-d6) δ: 0.92-0.96 (2×d, 6H), 1.09-1.79 (4×m, 10H), 2.18 (m, 1H), 3.45 (br, 1H), 4.25 (dd, 1H), 6.18 (d, 1H), 7.50 (d, 2H), 7.63 (s, 1H), 7.74 (d, 2H), 8.59 (s, 1H), 8.89 (d, 1H), 12.84 (br, 1H).

Workup

  1. customwas obtained in 62% yield

Sources & evidence

ORD record
ord-11f0ae287a874dfbb9fa304806552cb2
Source dataset
uspto-grants-2014_09
Patent number
US08835428B2

Reaction notes

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