2-(1,3-Dioxaindan-5-yl)acetaldehyde → (2-Benzo[1,3]dioxol-5-yl-ethyl)-{2-[2-(2-imidazol-1-yl-6-methyl-pyrimidin-4-yl)-pyrrolidin-1-yl]-ethyl}-amine

HRID 1170519Notes

Reaction equation

HRID 1170519 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH:11]=O)=[CH:9][C:4]=2[O:3][CH2:2]1.[N:13]1([C:18]2[N:23]=[C:22]([CH:24]3[CH2:28][CH2:27][CH2:26][N:25]3[CH2:29][CH2:30][NH2:31])[CH:21]=[C:20]([CH3:32])[N:19]=2)[CH:17]=[CH:16][N:15]=[CH:14]1>>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][NH:31][CH2:30][CH2:29][N:25]3[CH2:26][CH2:27][CH2:28][CH:24]3[C:22]3[CH:21]=[C:20]([CH3:32])[N:19]=[C:18]([N:13]4[CH:17]=[CH:16][N:15]=[CH:14]4)[N:23]=3)=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

3

Reactant 2

HCID 2678892-(1,3-Dioxaindan-5-yl)acetaldehydeHCID 59551924HCID 59551924, compound

Product 1

HCID 11676127(2-Benzo[1,3]dioxol-5-yl-ethyl)-{2-[2-(2-imidazol-1-yl-6-methyl-pyrimidin-4-yl)-pyrrolidin-1-yl]-ethyl}-amine

Procedure

(2-Benzo[1,3]dioxol-5-yl-ethyl)-{2-[2-(2-imidazol-1-yl-6-methyl-pyrimidin-4-yl)-pyrrolidin-1-yl]-ethyl}-amine was prepared following the procedures described in the preparation of Example 127 using benzo[1,3]dioxol-5-yl-acetaldehyde and 2-[2-(2-imidazol-1-yl-6-methyl-pyrimidin-4-yl)-pyrrolidin-1-yl]-ethylamine. [M+H]+ 421.55; 1H NMR (400 MHz, CDCl3) δ 8.57 (s, 1H), 7.86 (s, 1H), 7.17 (s, 1H), 7.10 (s, 1H), 6.90 (d, 1H), 6.65 (d, 1H), 6.60 (dd, 1H), 5.88 (s, 2H), 3.50 (t, 1H), 3.21 (m, 1H), 2.82-2.64 (m, 5H), 2.50 (s, 3H), 2.40-2.20 (m, 4H), 1.95-1.66 (m, 4H).

Sources & evidence

ORD record
ord-e3afcb2174ab43089a29b75e635db1c6
Source dataset
uspto-grants-2010_11
Patent number
US07825256B2

Reaction notes

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