Diisopropylethylamine → HCID 68591870, compound

HRID 2190594Notes

Reaction equation

[CH2:1]1[C:9]2[C:4](=[CH:5][C:6]([NH:10][C:11](=[O:24])[C:12]3[CH:17]=[CH:16][C:15]([N:18]4[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]4)=[CH:14][CH:13]=3)=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.[CH2:25]([O:27][C:28]([C:30]1[CH:31]=[CH:32][C:33](Cl)=[N:34][CH:35]=1)=[O:29])[CH3:26].C(N(C(C)C)CC)(C)C>C1COCC1>[CH2:25]([O:27][C:28](=[O:29])[C:30]1[CH:31]=[CH:32][C:33]([N:21]2[CH2:22][CH2:23][N:18]([C:15]3[CH:14]=[CH:13][C:12]([C:11](=[O:24])[NH:10][C:6]4[CH:5]=[C:4]5[C:9](=[CH:8][CH:7]=4)[CH2:1][CH2:2][CH2:3]5)=[CH:17][CH:16]=3)[CH2:19][CH2:20]2)=[N:34][CH:35]=1)[CH3:26]

Participants

Conditions

Temperature: 170 °C

Procedure

To a solution of N-indan-5-yl-4-piperazin-1-yl-benzamide (80 mg) and 2-chloropyridine-5-carboxylic acid ethyl ester (220 mg) in THF (4 mL) was added diisopropylethylamine (0.1 mL). The solution was heated in a microwave at 170° C. for 2 hrs. The crystalline precipitate was filtered and washed with THF to give 6-{4-[4-(indan-5-ylcarbamoyl)-phenyl]-piperazin-1-yl}-nicotinic acid ethyl ester (62 mg, Yield: 53%). LCMS calc for C28H30N4O3 (m/e) 470, obsd 471 (M+H).

Workup

filtrationThe crystalline precipitate was filtered
washwashed with THF

Sources & evidence

ORD record: ord-a3d7d8d820114fc2a88850bfa43930dc
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08324385B2

Reaction notes

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