2-Chloro-4,6-dimethylpyrimidine → HCID 54473773, compound

HRID 258313Notes

Reaction equation

HRID 258313 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]23[CH2:23][CH:16]([C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][C:22]=42)[C:15]2[C:10]3=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:4][CH2:3]1.Cl[C:25]1[N:30]=[C:29]([CH3:31])[CH:28]=[C:27]([CH3:32])[N:26]=1>>[CH:21]1[C:22]2[C:9]3([CH2:8][N:5]4[CH2:6][CH2:7][CH:2]([NH:1][C:25]5[N:30]=[C:29]([CH3:31])[CH:28]=[C:27]([CH3:32])[N:26]=5)[CH2:3][CH2:4]4)[CH2:23][CH:16]([C:15]4[C:10]3=[CH:11][CH:12]=[CH:13][CH:14]=4)[C:17]=2[CH:18]=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 205502-Chloro-4,6-dimethylpyrimidineHCID 193810314-Amino-1-(9,10-dihydro-9,10-methanoanthracen-9-ylmethyl)piperidine

Product 1

HCID 54473773HCID 54473773, compound

Procedure

Using a procedure similar to that described in Example 86 except starting with 4-amino-1-(9,10-dihydro-9,10-methanoanthracen-9-ylmethyl)piperidine (prepared as described in Example 8b) and 2-chloro-4,6-dimethylpyrimidine the hydrochloride salt of the title compound was obtained as a white solid (55%), mp 205°-207° C.; MS(CI): 411 (M+H); NMR (250 MHz, DMSO-d6): 10.07(br s, 1H), 8.40(br m, 1H), 7.38-7.31(m, 4H), 7.03-6.94(m, 4H), 6.72(s, 1H), 4.46(s, 1H), 4.35-4.33(m, 2H), 4.21-3.97(br m, 1H), 3.60-3.48(m, 4H), 2.74(s, 2H), 2.37(s, 6H), 2.13-1.94(m, 4H).

Sources & evidence

ORD record
ord-f1609877c85d4c36a807adedd49ab602
Source dataset
uspto-grants-1993_11
Patent number
US05266570

Reaction notes

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