2-Chloro-5-propylpyrimidine → 6-Bromo-2-(4-(5-propylpyrimidin-2-yl)piperazin-1-yl)benzo[d]thiazole

HRID 1429532Notes

Reaction equation

HRID 1429532 reaction equation
[Br:1][C:2]1[CH:16]=[CH:15][C:5]2[N:6]=[C:7]([N:9]3[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]3)[S:8][C:4]=2[CH:3]=1.Cl[C:18]1[N:23]=[CH:22][C:21]([CH2:24][CH2:25][CH3:26])=[CH:20][N:19]=1.BrC1C=CC2N=C(OC3CCN(C4N=CC(CCC)=CN=4)CC3)SC=2C=1>>[Br:1][C:2]1[CH:16]=[CH:15][C:5]2[N:6]=[C:7]([N:9]3[CH2:14][CH2:13][N:12]([C:18]4[N:23]=[CH:22][C:21]([CH2:24][CH2:25][CH3:26])=[CH:20][N:19]=4)[CH2:11][CH2:10]3)[S:8][C:4]=2[CH:3]=1

Participants

4

Reactant 3

HCID 27357842-Chloro-5-propylpyrimidineHCID 422816756-Bromo-2-piperazin-1-yl-1,3-benzothiazoleHCID 674627936-Bromo-2-(1-(5-propylpyrimidin-2-yl)piperidin-4-yloxy)benzo[d]thiazole

Product 1

HCID 674664436-Bromo-2-(4-(5-propylpyrimidin-2-yl)piperazin-1-yl)benzo[d]thiazole

Procedure

Compound 13C was prepared from Compound 13B and 2-chloro-5-propylpyrimidine in a similar manner to the procedure described for Compound 1C in Example 1. 1H NMR (500 MHz, chloroform-d) δ ppm 8.20 (2H, s), 7.73 (1H, dd, J=1.7, 0.6 Hz), 7.40-7.43 (2H, m), 3.96-4.00 (4H, m), 3.70-3.74 (4H, m), 2.44 (2H, t, J=7.4 Hz), 1.57-1.64 (2H, m), 0.95 (3H, t, J=7.3 Hz). LC/MS (m/z)=419 (M+H)+.

Sources & evidence

ORD record
ord-aec6cb20fcc64940a115419c4a76ceb3
Source dataset
uspto-grants-2015_01
Patent number
US08940716B2

Reaction notes

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