2-Butanamine, 3,3-dimethyl- → HCID 178422227, compound

HRID 1898376Notes

Reaction equation

HRID 1898376 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:25])[C:7]=1[NH:8][C:9]1[NH:10][C:11]2[C:17]3[CH:18]=[C:19]([CH3:21])[O:20][C:16]=3[C:15]([C:22]([OH:24])=O)=[CH:14][C:12]=2[N:13]=1.[CH3:26][C:27]([CH3:32])([CH3:31])[CH:28]([NH2:30])[CH3:29]>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:25])[C:7]=1[NH:8][C:9]1[NH:10][C:11]2[C:17]3[CH:18]=[C:19]([CH3:21])[O:20][C:16]=3[C:15]([C:22]([NH:30][CH:28]([C:27]([CH3:32])([CH3:31])[CH3:26])[CH3:29])=[O:24])=[CH:14][C:12]=2[N:13]=1

Participants

4

Reactant 2

HCID 5209072-Butanamine, 3,3-dimethyl-HCID 178422230HCID 178422230, compound

Product 1

HCID 178422227HCID 178422227, compoundYield 24.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared following the procedure described for Example-1 using 2-[(3,5-dichloropyridin-4-yl)amino]-7-methyl-1H-furo[3,2-e]benzimidazole-5-carboxylic acid (Intermediate-8, 0.050 g, 0.132 mmol), propyl phosphonic anhydride (0.084 g, 0.265 mmol), TEA (0.027 g, 0.265 mmol), DMF (3.0 mL) and 3,3-dimethyl-2-butyl amine (0.027 g, 0.318 mmol) to afford 0.015 g of the desired product. 1HNMR (DMSO-d6): δ 0.85 (t, J=6.9 Hz, 3H), 0.96 (s, 6H), 1.11 (d, J=6.9 Hz, 3H), 2.50 (m, 3H), 3.95-3.97 (m, 1H), 6.65 (s, 1H), 7.35 (s, 1H), 7.63 (d, J=9.0 Hz, 1H), 8.45 (s, 2H), 11.20 (s, 1H), 11.80 (s, 1H); MS [M+H]+: 460.34.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-865ad6216ca54f1db3a78c49ea573df9
Source dataset
uspto-grants-2013_08
Patent number
US08519149B2

Reaction notes

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