Isovaleryl chloride → HCID 24899955, compound

HRID 1819875Notes

Reaction equation

HRID 1819875 reaction equation
[CH:1]1[C:9]2[C:8]3[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][C:2]=1[NH2:15].[C:16](Cl)(=[O:21])[CH2:17][CH:18]([CH3:20])[CH3:19]>N1C=CC=CC=1>[CH3:19][CH:18]([CH3:20])[CH2:17][C:16]([NH:15][C:2]1[CH:3]=[CH:4][C:5]2[O:6][C:7]3[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][C:8]=3[C:9]=2[CH:1]=1)=[O:21]

Participants

4

Reactant 2

HCID 66054Isovaleryl chlorideHCID 128848837,8,9,10-tetrahydro-6H-benzo[b]-cyclohepta[d]furan-2-ylamine

Product 1

HCID 24899955HCID 24899955, compoundYield 51.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Following the procedure of Example 1, 7,8,9,10-tetrahydro-6H-benzo[b]-cyclohepta[d]furan-2-ylamine (1.0 g, 5.0 mmol) and isovaleryl chloride (0.68 mL, 5.5 mmol) in pyridine (10 mL) provided 3-methyl-N-[7,8,9,10-tetrahydro-6H-benzo[b]-cyclohepta[d]furan-2-yl]butyramide (0.73 g). Mp 162-163° C.; Anal. Calcd. for C18H23NO2: C, 75.76; H, 8.12; N, 4.91; Found: C, 75.46; H, 8.04; N, 4.93.

Sources & evidence

ORD record
ord-605f5428bb5945d1bd3a288d812c905b
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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