Benzylamine → HCID 25007433, compound

HRID 1015333Notes

Reaction equation

HRID 1015333 reaction equation
C(N)C1C=CC=CC=1.[NH:9]1[CH2:14][CH2:13][CH:12]([CH2:15][O:16][C:17]2[CH:26]=[CH:25][CH:24]=[C:23]3[C:18]=2[C:19]([NH2:28])=[N:20][C:21]([NH2:27])=[N:22]3)[CH2:11][CH2:10]1.[CH3:29][C:30]1[CH:31]=[C:32]([CH:35]=[CH:36][CH:37]=1)[CH2:33]Br>>[CH3:29][C:30]1[CH:31]=[C:32]([CH:35]=[CH:36][CH:37]=1)[CH2:33][N:9]1[CH2:14][CH2:13][CH:12]([CH2:15][O:16][C:17]2[CH:26]=[CH:25][CH:24]=[C:23]3[C:18]=2[C:19]([NH2:28])=[N:20][C:21]([NH2:27])=[N:22]3)[CH2:11][CH2:10]1

Participants

4

Reactant 3

HCID 7504BenzylamineHCID 12099m-Xylyl bromideHCID 575765655-(Piperidin-4-ylmethoxy)quinazoline-2,4-diamine

Product 1

HCID 25007433HCID 25007433, compoundYield 84%

Procedure

The benzylamine was obtained by reacting 5-(piperidin-4-ylmethoxy)quinazoline-2,4-diamine (75 mg; 0.27 mmol) and 3-methylbenzyl bromide (60 mg; 0.32 mmol) via Method BB to yield 86 mg. (84% yield). 1HNMR (400 MHz, DMSO-d6) δ 7.34 (t, J=8.0 Hz, 1H), 7.2 (m, 3H), 7.07 (m, 3H), 6.76 (d, J=8.4 Hz, 1H), 6.52 (d, J=8.0 Hz, 1H), 5.94 (br s, 2H), 3.98 (d, J=6.0 Hz, 2H), 3.42 (s, 2H), 2.83 (br d, J=11.2 Hz, 2H), 2.29 (s, 3H), 1.8 (m, 5H), 1.36 (m, 2H). MS m/z (ESI) 378 (M+H)+.

Workup

  1. customto yield 86 mg

Sources & evidence

ORD record
ord-94b81ef902c24630be9706de97ee21a2
Source dataset
uspto-grants-2011_07
Patent number
US07985755B2

Reaction notes

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