2-Chlorobenzoxazole → HCID 11950710, compound

HRID 734269Notes

Reaction equation

Cl[C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.ClC1OC2C=CC=CC=2N=1.[CH:21]1([CH2:24][CH2:25][NH:26][C:27]([C:29]2[N:30]=[N:31][C:32]([N:35]3[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]3)=[CH:33][CH:34]=2)=[O:28])[CH2:23][CH2:22]1>>[CH:21]1([CH2:24][CH2:25][NH:26][C:27]([C:29]2[N:30]=[N:31][C:32]([N:35]3[CH2:40][CH2:39][N:38]([C:2]4[S:3][C:4]5[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=5[N:6]=4)[CH2:37][CH2:36]3)=[CH:33][CH:34]=2)=[O:28])[CH2:23][CH2:22]1

Participants

Reactant 3

HCID 119862-Chlorobenzoxazole

HCID 119872-Chlorobenzothiazole

HCID 66849327N-(2-cyclopropylethyl)-6-(1-piperazinyl)-3-pyridazinecarboxamide

Product 1

HCID 11950710HCID 11950710, compoundYield 27%

Procedure

Following the procedure as described in Example 2, making variation only as required to use 2-chlorobenzothiazole to replace 2-chlorobenzooxazole to react with 6-piperazin-1-yl-pyridazine-3-carboxylic acid (2-cyclopropylethyl)amide, the title compound was obtained as a white powder in 27% yield (0.040 g). 1H NMR (300 MHz, CDCl3) δ 8.07 (d, J=9.5 Hz, 1H), 7.99 (t, J=5.4 Hz, 1H), 7.59 (m, 2H), 7.32 (t, J=6.5 Hz, 1H), 7.12 (t, J=8.2 Hz, 1H), 7.03 (d, J=9.4 Hz, 1H), 3.94 (m, 4H), 3.81 (m, 4H), 3.53 (m, 2H), 1.50 (m 2H), 0.75 (m, 1H), 0.45 (m, 2H), 0.06 (m, 2H). MS (ES+) m/z 409.2 (M+1).

Sources & evidence

ORD record: ord-90b6e0eeae534d21a18e51e67d60ca30
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07592343B2

Reaction notes

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