1-Bromo-3-methylbutane → HCID 59752677, compound

HRID 2106265Notes

Reaction equation

HRID 2106265 reaction equation
C(OC([N:8]1[CH2:17][CH2:16][C:15]2[NH:14][N:13]=[C:12]([C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=3)[C:11]=2[CH2:10][CH2:9]1)=O)(C)(C)C.Br[CH2:26][CH2:27][CH:28]([CH3:30])[CH3:29]>>[Cl:24][C:21]1[CH:20]=[CH:19][C:18]([C:12]2[C:11]3[CH2:10][CH2:9][NH:8][CH2:17][CH2:16][C:15]=3[N:14]([CH2:26][CH2:27][CH:28]([CH3:30])[CH3:29])[N:13]=2)=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 78911-Bromo-3-methylbutaneHCID 672690203-(4-chloro-phenyl)-4,5,7,8-tetrahydro-1H-1,2,6-triaza-azulene-6-carboxylic acid tert-butyl ester

Product 1

HCID 59752677HCID 59752677, compoundYield 47.2%

Procedure

The title compound (0.030 g) was prepared from 3-(4-chloro-phenyl)-4,5,7,8-tetrahydro-1H-1,2,6-triaza-azulene-6-carboxylic acid tert-butyl ester (Example 103, Step B; 0.2 mmol) using 1-bromo-3-methyl-butane (0.3 mmol) in place of 2-chloromethyl-thiophene. MS (ESI): exact mass calculated for C18H24ClN3, 317.17; found, m/z 318.3 [M+H]+. 1H NMR (400 MHz, CD3OD): 7.56-7.54 (m, 4H), 4.34 (s, 2H), 3.57-3.55 (br m, 2H), 3.44-3.42 (br m, 2H), 3.40-3.38 (br m, 2H), 3.29-3.27 (br m, 2H), 1.79-1.77 (br m, 1H), 1.02 (d, J=4.5 Hz, 6H).

Sources & evidence

ORD record
ord-c50eaaa30d4843fe88cf36168c22a3db
Source dataset
uspto-grants-2009_08
Patent number
US07579470B2

Reaction notes

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