Potassium Carbonate → HCID 90407154, compound

HRID 2277571Notes

Reaction equation

HRID 2277571 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][N:9]1[CH:13]=[C:12]([C:14]2[CH:19]=[C:18]([C:20]3[N:21]=[N:22][NH:23][N:24]=3)[CH:17]=[CH:16][N:15]=2)[N:11]=[CH:10]1.[C:25]([O:31][CH2:32]CCl)(=[O:30])[C:26]([CH3:29])([CH3:28])[CH3:27].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[C:25]([O:31][CH2:32][N:22]1[N:23]=[N:24][C:20]([C:18]2[CH:17]=[CH:16][N:15]=[C:14]([C:12]3[N:11]=[CH:10][N:9]([CH2:8][C:3]4[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=4[Cl:1])[CH:13]=3)[CH:19]=2)=[N:21]1)(=[O:30])[C:26]([CH3:29])([CH3:28])[CH3:27]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 19797823Propanoic acid, 2,2-dimethyl-, 2-chloroethyl esterHCID 90407535HCID 90407535, compound

Product 1

HCID 90407154HCID 90407154, compoundYield 15%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared in 15% yield from 2-[1-[(2-chlorophenyl)methyl]imidazol-4-yl]-4-(2H-tetrazol-5-yl)pyridine (Example 129), chloroethyl pivalate and potassium carbonate in DMF. 1H NMR (400 MHz, DMSO): δ 1.10 (9H, s), 5.41 (2H, s), 6.70 (2H, s), 7.28-7.30 (1H, m), 7.38-7.40 (2H, m), 7.52-7.54 (1H, m), 7.81-7.83 (3H, m), 7.94 (1H, s), 8.51 (1H, s), 8.68 (1H, d, J=5.1 Hz). [M+H] Calc'd for C22H22ClN7O2, 452. Found, 452.

Sources & evidence

ORD record
ord-1d160ecdbb9c4f56b2a647bfddc73bd8
Source dataset
uspto-grants-2015_09
Patent number
US09133166B2

Reaction notes

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