Neopentylamine → HCID 70975865, compound

HRID 535541Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([NH:11][N:12]2[C:21](=[O:22])[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]([CH:23]([CH3:27])[C:24]([OH:26])=O)=[N:13]2)=[O:10])=[CH:4][CH:3]=1.[CH3:28][C:29]([CH3:33])([CH3:32])[CH2:30][NH2:31]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([NH:11][N:12]2[C:21](=[O:22])[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]([CH:23]([CH3:27])[C:24]([NH:31][CH2:30][C:29]([CH3:33])([CH3:32])[CH3:28])=[O:26])=[N:13]2)=[O:10])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 79882Neopentylamine

HCID 70976204HCID 70976204, compound

Product 1

HCID 70975865HCID 70975865, compound

Procedure

A mixture of the product from Example 110 and 2,2-dimethylpropan-1-amine was processed using a method similar to that described in Example 112 to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 11.59-11.62 (bs, 1H), 8.31 (dd, J=7.8, 1.4 Hz, 1H), 8.16-8.21 (m, 1H), 8.04 (d, J=8.1 Hz, 1H), 7.93-8.00 (m, 1H), 7.85-7.91 (m, 1H), 7.41 (s, 4H), 4.38 (q, J=6.9 Hz, 1H), 3.68 (s, 2H), 2.94 (dd, J=13.1, 6.4 Hz, 1H), 2.85 (dd, J=13.1, 6.0 Hz, 1H), 1.44 (d, J=6.9 Hz, 3H), 0.81 (s, 9H); MS (ESI+) M/Z 455 (M+H)+.

Sources & evidence

ORD record: ord-a35cc9285fe04c92a340aecc3495f2f1
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08859549B2

Reaction notes

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