[4-(4-Benzyloxy-benzoyl)-piperidin-1-yl]-acetic acid → HCID 136627213, compound

HRID 713520Notes

Reaction equation

HRID 713520 reaction equation
[CH:1]1([CH2:4][NH:5][CH2:6][C:7]2[NH:8][C:9](=[O:17])[C:10]3[CH2:16][O:15][CH2:14][CH2:13][C:11]=3[N:12]=2)[CH2:3][CH2:2]1.[CH2:18]([O:25][C:26]1[CH:43]=[CH:42][C:29]([C:30]([CH:32]2[CH2:37][CH2:36][N:35]([CH2:38][C:39](O)=[O:40])[CH2:34][CH2:33]2)=[O:31])=[CH:28][CH:27]=1)[C:19]1C=[CH:23][CH:22]=[CH:21][CH:20]=1>>[CH:1]1([CH2:4][N:5]([CH2:6][C:7]2[NH:8][C:9](=[O:17])[C:10]3[CH2:16][O:15][CH2:14][CH2:13][C:11]=3[N:12]=2)[C:39](=[O:40])[CH2:38][N:35]2[CH2:34][CH2:33][CH:32]([C:30](=[O:31])[C:29]3[CH:28]=[CH:27][C:26]([O:25][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[CH:43][CH:42]=3)[CH2:37][CH2:36]2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 71226877[4-(4-Benzyloxy-benzoyl)-piperidin-1-yl]-acetic acidHCID 1362440742-[(Cyclopropylmethyl-amino)-methyl]-3,5,7,8-tetrahydro-pyrano[4,3-d]pyrimidin-4-one

Product 1

HCID 136627213HCID 136627213, compoundYield 17.4%

Procedure

The title compound (30 mg) was prepared according to the general procedure of Example 1 from 2-[(cyclopropylmethyl-amino)-methyl]-3,5,7,8-tetrahydro-pyrano[4,3-d]pyrimidin-4-one (73 mg, 0.31 mmol) and [4-(4-benzyloxy-benzoyl)-piperidin-1-yl]-acetic acid (110 mg, 0.31 mmol). 1H NMR (400 MHz, MeOD) δ: 8.01 (d, J=9.1 Hz, 2H), 7.44 (d, J=7.1 Hz, 2H), 7.38 (t, J=7.1 Hz, 2H), 7.33 (d, J=7.1 Hz, 1H), 7.12 (d, J=9.1 Hz, 2H), 4.66 (s, 1H), 4.57 (s, 2H), 4.38 (s, 2H), 3.91 (t, J=5.6 Hz, 2H), 3.78-3.66 (m, 4H), 3.36 (d, J=7.1 Hz, 2H), 3.33-3.29 (m, 5H), 2.68-2.58 (m, 2H), 2.18-2.02 (m 4H), 1.11-0.87 (m, 1H), 0.65-0.43 (m, 2H), 0.32-0.21 (m, 2H). HRMS calculated for C33H38N4O5=571.2920. found (ESI, [M+H]+), 571.2949. LRMS m/z: ES+=571.1 (M+H), retention time 1.49.

Sources & evidence

ORD record
ord-0e3084a7c99442a191aace6bd09e8908
Source dataset
uspto-grants-2015_11
Patent number
US09181266B2

Reaction notes

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