(3-(tert-Butyl)phenyl)methanamine → n-((r)-1-Cyano-3-methyl-hept-6-enyl)-acetamide

HRID 1432083Notes

Reaction equation

HRID 1432083 reaction equation
C1(C2C=C(C=CC=2)CN)CC1.BrC1C=C([CH2:19][NH2:20])C=NC=1.C1(C2C=C(CN)C=NC=2)CC1.[CH:32]1([C:35]2[CH:40]=[C:39]([CH2:41]N)[CH:38]=[CH:37][N:36]=2)[CH2:34]C1.C(NC1C2C(=CC=CC=2)[O:50][C:49](C)(C)[CH2:48]1)(C)C.C(C1C=C(C=CC=1)CN)(C)(C)C.CC(C)(C)CC1C=C(C=CC=1)CN>>[C:19]([C@H:37]([NH:36][C:49](=[O:50])[CH3:48])[CH2:38][CH:39]([CH3:41])[CH2:40][CH2:35][CH:32]=[CH2:34])#[N:20]

Participants

8

Reactant 7

HCID 8167069(3-(tert-Butyl)phenyl)methanamineHCID 229922643-(Aminomethyl)-5-bromopyridineHCID 53400850(3-Cyclopropylphenyl)methanamineHCID 55281594(5-Cyclopropylpyridin-3-yl)methanamineHCID 552852422-Cyclopropyl-4-pyridinemethanamineHCID 685456123-(2,2-Dimethyl-propyl)-benzylamineHCID 81137825Isopropyl-2,2-dimethyl-chroman-4(r/s)-ylamine

Product 1

HCID 87490605n-((r)-1-Cyano-3-methyl-hept-6-enyl)-acetamide

Procedure

The following compounds can be obtained by a similar procedure, using 3-cyclopropyl-benzylamine, C-(5-bromo-pyridine-3-yl)methylamine, C-(5-cyclopropyl-pyridine-3-yl)-methylamine, C-(2-cyclopropyl-pyridine-4-yl)-methylamine, 6 isopropyl-2,2-dimethyl-chroman-4(R/S)-ylamine, 3-tert-butyl-benzylamine or 3-(2,2-dimethyl-propyl)-benzylamine instead of 3-isopropyl-benzylamine:

Workup

  1. customThe following compounds can be obtained by a similar procedure

Sources & evidence

ORD record
ord-1eecc42ced82409c8d26a1b7fdb6c051
Source dataset
uspto-grants-2009_11
Patent number
US07612055B2

Reaction notes

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