1-Acetylpiperazine → HCID 59303888, compound

HRID 2238593Notes

Reaction equation

[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([O:11][C:12]2[C:20]3[N:19]=[C:18]([CH3:21])[N:17]([CH3:22])[C:16]=3[CH:15]=[C:14]([C:23](O)=[O:24])[CH:13]=2)[CH2:3][CH2:2]1.[C:26]([N:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1)(=[O:28])[CH3:27]>>[C:26]([N:29]1[CH2:34][CH2:33][N:32]([C:23]([C:14]2[CH:13]=[C:12]([O:11][CH:4]3[C:5]4[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=4)[O:1][CH2:2][CH2:3]3)[C:20]3[N:19]=[C:18]([CH3:21])[N:17]([CH3:22])[C:16]=3[CH:15]=2)=[O:24])[CH2:31][CH2:30]1)(=[O:28])[CH3:27]

Participants

Reactant 2

HCID 837951-Acetylpiperazine

HCID 686891664-(3,4-Dihydro-2H-chromen-4-yloxy)-1,2-dimethyl-1H-benzimidazole-6-carboxylic acid

Product 1

HCID 59303888HCID 59303888, compoundYield 38%

Procedure

The title compound was prepared as a white solid in 38% yield (35 mg) from 4-(3,4-dihydro-2H-chromen-4-yloxy)-1,2-dimethyl-1H-benzimidazole-6-carboxylic acid (70 mg, 0.21 mmol, STEP 2 in Example 11) and 1-acetylpiperazine (53 mg, 0.42 mmol) by the same manner in STEP 3 in Example 11: 1H NMR (CDCl3) δ: 7.31-7.23 (m, 2H), 7.21 (s, 1H), 6.89-6.77 (m, 3H), 6.50-6.00 (m, 1H), 4.50-4.40 (m, 1H), 4.27-4.32 (m, 1H), 3.75 (s, 3H), 3.80-3.36 (m, 8H), 2.64 (s, 3H), 2.40-2.19 (m, 2H), 2.13 (s, 3H) ppm;

Sources & evidence

ORD record: ord-ddeb528c74ad4c64a91465ff8b54e9fd
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07718809B2

Reaction notes

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