Isopropanol → HCID 59737588, compound

HRID 1907705Notes

Reaction equation

HRID 1907705 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)[CH:5]=[CH:4][C:3]=1[NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17].[CH3:21][N:22]([CH3:37])[C@H:23]1[CH2:27][CH2:26][N:25]([C:28]2[CH:36]=[CH:35][C:31]([C:32](O)=[O:33])=[CH:30][CH:29]=2)[CH2:24]1.C(O)(C)C.C(N(CC)CC)C>C(Cl)Cl>[CH3:21][N:22]([CH3:37])[C@H:23]1[CH2:27][CH2:26][N:25]([C:28]2[CH:36]=[CH:35][C:31]([C:32]([NH:1][C:2]3[CH:7]=[C:6]([C:8]4[S:9][CH:10]=[CH:11][CH:12]=4)[CH:5]=[CH:4][C:3]=3[NH:13][C:14](=[O:20])[O:15][C:16]([CH3:17])([CH3:19])[CH3:18])=[O:33])=[CH:30][CH:29]=2)[CH2:24]1

Participants

6

Reactant 4

HCID 3776IsopropanolHCID 8471TriethylamineHCID 57717474tert-Butyl (2-amino-4-(thiophen-2-yl)phenyl)carbamateHCID 59737551HCID 59737551, compound

Product 1

HCID 59737588HCID 59737588, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Following the same procedure as described in Example 1a, step 6 (scheme 1) and using compound 4 but substituting compound 7 for compound 99, the title compound 100 was obtained (0.407 g, 68% yield) [after flash chromatography (eluent: 10% isopropanol in DCM with 0.1% triethylamine)].

Sources & evidence

ORD record
ord-790b786a04d84d79a178daa2a0eda360
Source dataset
uspto-grants-2013_12
Patent number
US08598168B2

Reaction notes

Loading…