Benzylamine → HCID 59489543, compound

HRID 1879171Notes

Reaction equation

HRID 1879171 reaction equation
C(N)C1C=CC=CC=1.[NH2:9][CH2:10][C:11]1[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=1.[F:17][C:18]1[CH:41]=[CH:40][C:21]([CH2:22][N:23]([CH3:39])[C:24]2[N:29]=[C:28]([C:30]3[S:31][C:32]([C:36](O)=[O:37])=[C:33]([CH3:35])[N:34]=3)[CH:27]=[N:26][CH:25]=2)=[CH:20][CH:19]=1>>[N:13]1[CH:14]=[CH:15][CH:16]=[C:11]([CH2:10][NH:9][C:36]([C:32]2[S:31][C:30]([C:28]3[CH:27]=[N:26][CH:25]=[C:24]([N:23]([CH2:22][C:21]4[CH:40]=[CH:41][C:18]([F:17])=[CH:19][CH:20]=4)[CH3:39])[N:29]=3)=[N:34][C:33]=2[CH3:35])=[O:37])[CH:12]=1

Participants

4

Reactant 3

HCID 7504BenzylamineHCID 310183-PyridinemethanamineHCID 68492747HCID 68492747, compound

Product 1

HCID 59489543HCID 59489543, compoundYield 82%

Procedure

Part C. Following the procedure described in Example 1 (Part A), making variations as required to replace benzylamine with 3-(aminomethyl)-pyridine to react with 2-{6-[(4-fluoro-benzyl)-methyl-amino]-pyrazin-2-yl}-4-methyl-thiazole-5-carboxylic acid, the title compound was obtained in 82% yield. 1H NMR (400 MHz, CD2Cl2) δ 8.55-8.60 (m, 2H), 8.48 (d, J=4.0 Hz, 1H), 8.06 (s, 1H), 7.65-7.70 (m, 1H), 7.21-7.28 (m, 3H), 6.95-7.02 (m, 2H), 6.25 (bs, 1H), 4.78 (s, 2H), 4.56 (d, J=4.0 Hz, 2H), 3.11 (s, 3H), 2.69 (s, 3H); MS (ES+) m/z 449.2 (M-1-1), Rt=1.33 min.

Sources & evidence

ORD record
ord-f9745ba8151a409998f434a18f0c59f7
Source dataset
uspto-grants-2012_11
Patent number
US08314138B2

Reaction notes

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