(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidine → HCID 44513881, compound

HRID 1036371Notes

Reaction equation

HRID 1036371 reaction equation
CC1C=CC(S(O[C:12]2[C:13]3[CH2:23][CH2:22][CH2:21][C:20]4[N:24]([CH3:27])[N:25]=[CH:26][C:19]=4[C:14]=3[N:15]=[C:16]([NH2:18])[N:17]=2)(=O)=O)=CC=1.[NH:28]1[CH2:32][CH2:31][C@@H:30]([NH:33]C(=O)OC(C)(C)C)[CH2:29]1>>[NH2:33][C@@H:30]1[CH2:31][CH2:32][N:28]([C:12]2[C:13]3[CH2:23][CH2:22][CH2:21][C:20]4[N:24]([CH3:27])[N:25]=[CH:26][C:19]=4[C:14]=3[N:15]=[C:16]([NH2:18])[N:17]=2)[CH2:29]1

Participants

3

Reactant 2

HCID 1514397(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 86637696HCID 86637696, compound

Product 1

HCID 44513881HCID 44513881, compound

Procedure

The compound from Example 8C (65 mg, 0.168 mmol) was treated with (R)-tert-butyl pyrrolidin-3-ylcarbamate (36 mg, 0.2 mmol) as described in Example 2 to yield the title compound: 1H NMR (300 MHz, DMSO-d6) δ 7.80 (s, 1 H), 5.5 (br s, 2 H), 3.73 (m, 3 H), 3.55 (m, 2 H), 3.42 (m, 2 H), 3.11 (m, 1 H), 2.89 (m, 2 H), 2.59 (m, 2 H), 1.95 (m, 3 H), 1.57 (m, 1 H); MS (ESI+) m/z 300 (M+H)+.

Sources & evidence

ORD record
ord-28a60aee6ddb46b6be5476e7ae4f02fc
Source dataset
uspto-grants-2013_10
Patent number
US08546410B2

Reaction notes

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