Neopentylamine → HCID 68451387, compound

HRID 2085707Notes

Reaction equation

C(N)C(C)(C)C.C(N(CC)C(C)C)(C)C.[CH3:16][O:17][C:18]1[CH:23]=[C:22]([CH2:24][CH2:25][C:26]([NH:28][CH2:29][C:30](C)(C)[CH3:31])=[O:27])[CH:21]=[CH:20][C:19]=1[C:34]1[CH:39]=[CH:38][C:37]([C:40]([NH:42][S:43]([C:46]2[CH:51]=[CH:50][C:49]([NH:52][C@@H:53]([CH2:60][S:61][C:62]3[CH:67]=[CH:66][CH:65]=[CH:64][CH:63]=3)[CH2:54][C:55]([N:57]([CH3:59])[CH3:58])=[O:56])=[C:48]([N+:68]([O-:70])=[O:69])[CH:47]=2)(=[O:45])=[O:44])=[O:41])=[CH:36][CH:35]=1>>[CH3:16][O:17][C:18]1[CH:23]=[C:22]([CH2:24][CH2:25][C:26](=[O:27])[NH:28][CH2:29][CH2:30][CH3:31])[CH:21]=[CH:20][C:19]=1[C:34]1[CH:35]=[CH:36][C:37]([C:40]([NH:42][S:43]([C:46]2[CH:51]=[CH:50][C:49]([NH:52][C@@H:53]([CH2:60][S:61][C:62]3[CH:63]=[CH:64][CH:65]=[CH:66][CH:67]=3)[CH2:54][C:55]([N:57]([CH3:59])[CH3:58])=[O:56])=[C:48]([N+:68]([O-:70])=[O:69])[CH:47]=2)(=[O:45])=[O:44])=[O:41])=[CH:38][CH:39]=1

Participants

Reactant 3

HCID 79882Neopentylamine

HCID 81531Diisopropylethylamine

HCID 68454447HCID 68454447, compound

Product 1

HCID 68451387HCID 68451387, compound

Procedure

The desired product was prepared by substituting propylamine hydrochloride for neopentylamine in Example 126 and adding N,N-diisopropylethylamine (0.1 mL) to the reaction mixture of Example 126D. MS (ESI(−)) m/e 760 (M−H)−; 1H NMR (300 MHz, DMSO-d6) δ8.89 (br d, 1H), 8.57 (d, 1H), 7.90 (d, 2H), 7.85 (dd, 1H), 7.81 (br t, 1H) 7.58 (d, 2H), 7.30-7.12 (m, 7H), 7.00 (d, 1H), 6.90 (dd, 1H), 4.45 (m, 1H), 3.75 (s, 3H), 3.42 (t, 2H), 2.90 (s, 3H), 2.79 (s, 3H), 3.00-2.70 (m, 6H), 2.40 (t, 2H), 1.48 (m, 2H), 0.80 (t, 3H).

Sources & evidence

ORD record: ord-dde1042c16ed42e2a5018a5e8d760442
Source dataset: uspto-grants-2004_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06720338B2

Reaction notes

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