Fumaric Acid → HCID 86584386, compound

HRID 2251454Notes

Reaction equation

HRID 2251454 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([N:8]2[CH2:12][CH2:11][C@H:10]3[CH2:13][NH:14][CH2:15][C@@H:9]23)=[CH:4][CH:3]=1.[C:16]([OH:23])(=[O:22])/[CH:17]=[CH:18]/[C:19]([OH:21])=[O:20]>>[C:16]([OH:23])(=[O:22])/[CH:17]=[CH:18]/[C:19]([OH:21])=[O:20].[Cl:1][C:2]1[N:7]=[CH:6][C:5]([N:8]2[CH2:12][CH2:11][C@H:10]3[CH2:13][NH:14][CH2:15][C@@H:9]23)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 444972Fumaric AcidHCID 10466175HCID 10466175, compound

Product 1

HCID 86584386HCID 86584386, compoundYield 79%

Procedure

The product of Example 77D (0.260 g, 1.16 mmol) and fumaric acid (0.135 g, 1.16 mmol) were processed according to the procedure described in Example 66D to provide the title compound (0.310 g, 0.912 mmol, 79% yield). 1H NMR (CH3OH-d4, 500 MHz) δ 2.00 (m, 1H), 2.30 (m, 1H), 3.32 (m, 4H), 3.50 (dt, J=12.5, 5.9 Hz, 2H), 3.67 (dt, J=9.7, 6.3 Hz, 1H), 4.39 (m, 1H), 6.67 (s, 2H), 7.12 (dd, J=8.8, 3.1 Hz, 1H), 7.27 (d, J=8.8 Hz, 1H), 7.73 (d, J=3.1 Hz, 1H); MS (DCI/NH3) m/z 224 (M+H—C4H4O4)+; Anal. calculated for C11H14ClN3.C4H4O4: C, 53.02; H, 5.34; N, 12.37. Found: C, 52.86; H, 5.31; N, 12.30.

Sources & evidence

ORD record
ord-ba63695ef2c64309a5beb80d06ad253a
Source dataset
uspto-grants-2008_01
Patent number
US07319106B2

Reaction notes

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