Triethylamine → HCID 53916691, compound

HRID 1421484Notes

Reaction equation

HRID 1421484 reaction equation
[CH2:1]([O:3][C:4]1[C:12]2[O:11][C:10]([C:13](Cl)=[O:14])=[CH:9][C:8]=2[CH:7]=[CH:6][CH:5]=1)[CH3:2].[NH2:16][C:17]1[C:18]([CH2:26][CH2:27][CH3:28])=[N:19][N:20]([CH3:25])[C:21]=1[C:22]([NH2:24])=[O:23].CCN(CC)CC>CN(C1C=CN=CC=1)C.C(Cl)Cl>[CH2:1]([O:3][C:4]1[C:12]2[O:11][C:10]([C:13]([NH:16][C:17]3[C:18]([CH2:26][CH2:27][CH3:28])=[N:19][N:20]([CH3:25])[C:21]=3[C:22]([NH2:24])=[O:23])=[O:14])=[CH:9][C:8]=2[CH:7]=[CH:6][CH:5]=1)[CH3:2]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 33380444-Amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamideHCID 18779644HCID 18779644, compound

Product 1

HCID 53916691HCID 53916691, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

From 7-ethoxybenzofuran-2-carbonyl chloride (4.124 g, 20 mmol), 1 (1.82 g, 10 mmol), DMAP (32.5 mg, 0.27 mmol) and Et3N (2.02 g, 20 mmol) in anhydrous CH2Cl2 (65 mL) using the same procedure as for 3 the title compound was obtained as?a white solid; mp: 219-221° C.; 1H NMR (DMSO-d6) δ 0.86 (t, J=7 Hz, 3 H), 1.43 (t, J=7 Hz, 3 H), 1.56 (sxt, J=7 Hz, 2 H), 2.42 (t, J=7 Hz, 2 H), 3.91 (s, 3 H), 4.28 (q, J=7 Hz,2 H), 7.10 (d, J=6 Hz, 1 H), 7.26 (t, J=6 Hz, 1 H), 7.35 (d, J=6 Hz, 1 H), 7.50 (s, br. 1 H), 7.71 (s, 1 H), 7.76 (s, br. 1 H); MS (m/z): 371 (MH+).

Sources & evidence

ORD record
ord-2e9e7ad808224dfa9e3bcc5d947acd76
Source dataset
uspto-grants-2000_06
Patent number
US06077841

Reaction notes

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