1-(4-Amino-quinazoline-7-ylmethyl)-3-methoxymethyl-piperazine-2-one → HCID 54022526, compound

HRID 1432977Notes

Reaction equation

HRID 1432977 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][O:20][CH3:21])[C:14]3=[O:22])=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1.Br[CH2:24]/[CH:25]=[CH:26]/[C:27]1[S:28][C:29]([Cl:32])=[CH:30][CH:31]=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]([CH2:24][CH:25]=[CH:26][C:27]4[S:28][C:29]([Cl:32])=[CH:30][CH:31]=4)[C@@H:15]([CH2:19][O:20][CH3:21])[C:14]3=[O:22])=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 179852231-(4-Amino-quinazoline-7-ylmethyl)-3-methoxymethyl-piperazine-2-oneHCID 217085162-(3-Bromo-(E)-propenyl)-5-chloro-thiophene

Product 1

HCID 54022526HCID 54022526, compound

Procedure

The title compound is prepared as described in EXAMPLE 278 using 1-(4-amino-quinazoline-7-ylmethyl)-3-methoxymethyl-piperazine-2-one, EXAMPLE 75 and 2-(3-bromo-(E)-propenyl)-5-chloro-thiophene EXAMPLE 17. 1H NMR (d6-DMSO, 300 MHz) δ9.74 (bs, 2H), 8.80 (s, 1H), 8.38 (d, 1H), 7.69 (m, 2H), 7.02 (dd, 1H), 6.84 (d, 1H), 6.02 (m, 1H), 4.76 (AB, 2H), 3.86 (m, 4H), 3.30 (s, 3H), 3.23 (m, 2H), 3.02 (m, 2H). MS (ion spray), m/z, 458, 460, (M+H) (Cl pattern). Elemental analysis, cal C22H24ClN5O2S.2C2HF3O2.1.45H2O % C=43.85, % H=4.09, % N=9.83; found % C=43.92, % H=3.61, % N=9.63.

Sources & evidence

ORD record
ord-46b5df038a44420bb63d32360f1f50b1
Source dataset
uspto-grants-2009_11
Patent number
US07612075B2

Reaction notes

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