Hydrochloric Acid → HCID 57563039, compound

HRID 1726196Notes

Reaction equation

HRID 1726196 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]([CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[C:36]([C:40]#[N:41])[CH:35]=2)[CH:12]2[CH2:17][CH2:16][N:15]([CH:18]([CH3:32])[CH2:19][CH2:20][NH:21][C:22](=[O:31])[C:23]3[C:28]([CH3:29])=[CH:27][CH:26]=[CH:25][C:24]=3[CH3:30])[CH2:14][CH2:13]2)=[CH:7][CH:6]=1)(=O)C.Cl>CO>[NH2:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]([CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[C:36]([C:40]#[N:41])[CH:35]=2)[CH:12]2[CH2:13][CH2:14][N:15]([CH:18]([CH3:32])[CH2:19][CH2:20][NH:21][C:22](=[O:31])[C:23]3[C:24]([CH3:30])=[CH:25][CH:26]=[CH:27][C:28]=3[CH3:29])[CH2:16][CH2:17]2)=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57563252HCID 57563252, compound

Product 1

HCID 57563039HCID 57563039, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of COMPOUND 112 (59 mg, 0.11 mmol) in MeOH (1 mL) was added 6N HCl (2 mL) and the solution was stirred at room temperature for 26 hours to afford COMPOUND 142 as a white solid (36 mg, 67%) following a basic work-up and purification. 1H NMR (CDCl3) δ 0.91-1.12 (m, 2H), 0.98 (d, 3H, J=6.0 Hz), 1.51 (m, 1H), 1.68-1.75 (m, 3H), 2.09 (t, 1H, J=10.8 Hz), 2.31 (s, 6H), 2.49 (t, 1H, J=10.8 Hz), 2.71-2.83 (m, 3H), 3.22-3.34 (m, 2H), 3.67 (s, 2H), 3.88 (m, 1H), 6.50 (m, 4H), 6.93 (m, 3H), 7.34-7.48 (m, 4H), 8.48 (br s, 1H). 13C NMR (CDCl3) δ 13.36, 19.14, 29.10, 30.33, 30.92, 39.85, 43.62, 48.98, 52.18, 58.75, 60.55, 112.21, 116.34, 118.09, 127.24, 128.35, 128.91, 130.24, 130.63, 131.00, 131.49, 134.03, 138.60, 138.93, 141.24, 142.75, 169.89. ES-MS m/z 510 (M+H). Anal. Calcd. for C32H39N5O.0.1CH2Cl2.0.2C6H14: C, 74.70; H, 7.91; N, 13.08. Found. C, 74.89; H, 7.77; N, 13.20.

Sources & evidence

ORD record
ord-7222e9b657b440608c727ecb04e4a27d
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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