Isopropylamine → HCID 66747248, compound

HRID 1467145Notes

Reaction equation

HRID 1467145 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[O:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][C:17]=1[O:18][CH3:19])[C:12]([OH:14])=O.[CH3:20][CH:21]([NH2:23])[CH3:22]>>[OH:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[O:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][C:17]=1[O:18][CH3:19])[C:12]([NH:23][CH:21]([CH3:22])[CH3:20])=[O:14]

Participants

3

Reactant 2

HCID 6363IsopropylamineHCID 60885476HCID 60885476, compound

Product 1

HCID 66747248HCID 66747248, compound

Procedure

Prepared as in Example 24a from (±)-3-((2-hydroxycyclohexyl)oxy)-4-methoxybenzoic acid (Example 129e) and propan-2-amine as a white solid (80%). 1H NMR (400 MHz, DMSO-d6) δ 1.14 (d, J=8.0 Hz, 6H), 1.25-1.30 (m, 4H), 1.61 (m, 2H), 1.85 (m, 2H), 3.56 (m, 1H), 3.79 (s, 3H), 4.03-4.12 (m, 2H), 4.81 (d, J=4.0 Hz, 1H), 6.98 (d, J=8.0 Hz, 1H), 7.45-7.49 (m, 2H), 8.01 (d, J=8.0 Hz, 1H). MS 308 (MH+).

Sources & evidence

ORD record
ord-7c1baee876b9483f8daafbbc8e8c2cd0
Source dataset
uspto-grants-2015_04
Patent number
US09000054B2

Reaction notes

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