1-(4-Aminoquinazoline-7-ylmethyl)-3-ethylpiperazine-2-one → HCID 69025972, compound

HRID 1432973Notes

Reaction equation

HRID 1432973 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([CH2:12][N:13]3[CH2:18][CH2:17][NH:16][CH:15]([CH2:19][CH3:20])[C:14]3=[O:21])=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1.[Cl:22][C:23]1[S:27][C:26]([CH2:28][CH2:29][CH:30]=O)=[CH:25][CH:24]=1>>[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([CH2:12][N:13]3[CH2:18][CH2:17][N:16]([CH:29]([CH2:28][C:26]4[S:27][C:23]([Cl:22])=[CH:24][CH:25]=4)[CH3:30])[C@@H:15]([CH2:19][CH3:20])[C:14]3=[O:21])=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 179851971-(4-Aminoquinazoline-7-ylmethyl)-3-ethylpiperazine-2-oneHCID 53788388HCID 53788388, compound

Product 1

HCID 69025972HCID 69025972, compound

Procedure

The title compound is prepared as described in EXAMPLE 278 using 1-(4-aminoquinazoline-7-ylmethyl)-3-ethyl-piperazine-2-one, EXAMPLE 77 and 3-(5-chloro-thiophen-2-yl)-propionaldehyde, EXAMPLE 28. 1H NMR (d6-DMSO+1 drop TFA, 300 MHz) δ9.80 (bs, 2H), 8.79 (s, 1H), 8.32 (d, 1H), 7.58 (m, 2H), 6.88 (d, 1H), 6.70 (d, 1H), 4.72 (AB, 2H), 4.00 (m, 1H), 3.72 (m, 1H), 3.48 (m, 2H), 3.23 (m, 3H), 2.72 (m, 2H), 1.96 (m, 4H), 0.98 (m, 3H). MS (ion spray), m/z, (M+H)=444, 446 (Cl pattern).

Sources & evidence

ORD record
ord-4ac4aa449f5043b1a3883e83ef65340f
Source dataset
uspto-grants-2009_11
Patent number
US07612075B2

Reaction notes

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